Query Query
NH
1. Query
Results
Date
14 substances in Reaxys
2016-03-15 08h:47m:15s (EST)
Search as: As drawn
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
1/16
2016-03-15 08:50:35
Reaxys ID 5939930 View in Reaxys
1/14 CAS Registry Number: 22348-31-8; 119237-64-8 Chemical Name: (S)-(-)-2-(diphenylmethyl)pyrrolidine; (S)-(-)-2diphenylmethyl-pyrrolidine; (S)-2-(diphenylmethyl)pyrrolidine; (S)-2-benzhydrylpyrrolidine; (S)-2-(1,1-diphenyl-methyl)-pyrrolidine; S-(-)-2-(diphenylmethyl)-pyrrolidine; (S)-2-diphenylmethylpyrrolidine Linear Structure Formula: C17H19N Molecular Formula: C17H19N Molecular Weight: 237.345 Type of Substance: heterocyclic InChI Key: OXOBKZZXZVFOBB-INIZCTEOSA-N Note:
H
NH
Substance Label (8) Label References 10
Sciebura, Jacek; Gawronski, Jacek; Tetrahedron Asymmetry; vol. 24; nb. 11; (2013); p. 683 - 688, View in Reaxys
A; B
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; WO2007/112358; (2007); (A1) English, View in Reaxys
B
Chi, Yonggui; Gellman, Samuel H.; Organic Letters; vol. 7; nb. 19; (2005); p. 4253 - 4256, View in Reaxys
1
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
28
Ma, Dawei; Xia, Chengfeng; Jiang, Jiqing; Zhang, Jianhua; Tang, Wenjun; Journal of Organic Chemistry; vol. 68; nb. 2; (2003); p. 442 - 451, View in Reaxys
4
Patent; The University of Sheffield; US2003/195366; (2003); (A1) English, View in Reaxys
39
Huang, Xuefei; Fujioka, Naoko; Pescitelli, Gennaro; Koehn, Frank E.; Williamson, R. Thomas; Nakanishi, Koji; Berova, Nina; Journal of the American Chemical Society; vol. 124; nb. 35; (2002); p. 10320 - 10335, View in Reaxys
(S)-7d
Enders, Dieter; Kipphardt, Helmut; Gerdes, Peter; Brena-Valle, Leonardo J.; Bhushan, Vidya; Bulletin des Societes Chimiques Belges; vol. 97; nb. 8-9; (1988); p. 691 - 704, View in Reaxys
Patent-Specific Data (2) References Patent; TAKASAGO INTERNATIONAL CORPORATION; US2010/324338; (2010); (A1) English, View in Reaxys Patent; The University of Sheffield; US2003/195366; (2003); (A1) English, View in Reaxys Derivative (1) Derivative
References
(S)-2-(diphenylBailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 methyl)pyrrolidine 153, View in Reaxys hydrochloride Boiling Point (1) Boiling Point [°C] 135
Pressure (Boiling Point) [Torr]
References
0.01
Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 - 153, View in Reaxys
Association (MCS) (2) 1 of 2
Description (Association NMR spectrum of the complex (MCS)) Solvent (Association (MCS))
CDCl3
Temperature (Association (MCS)) [°C]
25
Partner (Association (MCS))
Oxone
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
2/16
2016-03-15 08:50:35
2 of 2
Description (Association IR spectrum of the complex (MCS)) Solvent (Association (MCS))
solid
Partner (Association (MCS))
Oxone
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys Circular Dichroism (1) Comment (Circu- References lar Dichroism) Circular dichroism Sciebura, Jacek; Gawronski, Jacek; Tetrahedron Asymmetry; vol. 24; nb. 11; (2013); p. 683 - 688, given View in Reaxys Crystal Property Description (1) Colour & Other Location Properties colourless
supporting information
References Kobayashi, Shoji; Kinoshita, Tatsuhiro; Uehara, Hisatoshi; Sudo, Tomoko; Ryu, Llhyong; Organic Letters; vol. 11; nb. 17; (2009); p. 3934 - 3937, View in Reaxys
Optical Rotatory Power (3) 1 of 3
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
1.32 g/100ml
Length of Path [cm]
5
Solvent (Optical Rotatory Power)
chloroform
Optical Rotatory Power [deg]
-7.6
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
25
Location
supporting information
Kobayashi, Shoji; Kinoshita, Tatsuhiro; Uehara, Hisatoshi; Sudo, Tomoko; Ryu, Llhyong; Organic Letters; vol. 11; nb. 17; (2009); p. 3934 - 3937, View in Reaxys 2 of 3
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
2.05 g/100ml
Solvent (Optical Rotatory Power)
CHCl3
Optical Rotatory Power [deg]
-7.84
Wavelength (Optical Ro- 589 tatory Power) [nm] Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 - 153, View in Reaxys 3 of 3
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
2.1 g/100ml
Solvent (Optical Rotatory Power)
CH2Cl2
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
3/16
2016-03-15 08:50:35
Optical Rotatory Power [deg]
-7.8
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
23
Enders, Dieter; Kipphardt, Helmut; Gerdes, Peter; Brena-Valle, Leonardo J.; Bhushan, Vidya; Bulletin des Societes Chimiques Belges; vol. 97; nb. 8-9; (1988); p. 691 - 704, View in Reaxys NMR Spectroscopy (4) 1 of 4
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
400
Location
supporting information
Kobayashi, Shoji; Kinoshita, Tatsuhiro; Uehara, Hisatoshi; Sudo, Tomoko; Ryu, Llhyong; Organic Letters; vol. 11; nb. 17; (2009); p. 3934 - 3937, View in Reaxys 2 of 4
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]
100
Location
supporting information
Kobayashi, Shoji; Kinoshita, Tatsuhiro; Uehara, Hisatoshi; Sudo, Tomoko; Ryu, Llhyong; Organic Letters; vol. 11; nb. 17; (2009); p. 3934 - 3937, View in Reaxys 3 of 4
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Enders, Dieter; Kipphardt, Helmut; Gerdes, Peter; Brena-Valle, Leonardo J.; Bhushan, Vidya; Bulletin des Societes Chimiques Belges; vol. 97; nb. 8-9; (1988); p. 691 - 704, View in Reaxys; Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 - 153, View in Reaxys 4 of 4
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Enders, Dieter; Kipphardt, Helmut; Gerdes, Peter; Brena-Valle, Leonardo J.; Bhushan, Vidya; Bulletin des Societes Chimiques Belges; vol. 97; nb. 8-9; (1988); p. 691 - 704, View in Reaxys; Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 - 153, View in Reaxys IR Spectroscopy (3) 1 of 3
Description (IR Spectroscopy)
Bands
Location
supporting information
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
4/16
2016-03-15 08:50:35
Comment (IR Spectroscopy)
neat liquid
Kobayashi, Shoji; Kinoshita, Tatsuhiro; Uehara, Hisatoshi; Sudo, Tomoko; Ryu, Llhyong; Organic Letters; vol. 11; nb. 17; (2009); p. 3934 - 3937, View in Reaxys 2 of 3
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
neat (no solvent)
Comment (IR Spectroscopy)
3405 - 2962 cm**(-1)
Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 - 153, View in Reaxys 3 of 3
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
neat (no solvent)
Comment (IR Spectroscopy)
3300 - 700 cm**(-1)
Enders, Dieter; Kipphardt, Helmut; Gerdes, Peter; Brena-Valle, Leonardo J.; Bhushan, Vidya; Bulletin des Societes Chimiques Belges; vol. 97; nb. 8-9; (1988); p. 691 - 704, View in Reaxys Mass Spectrometry (2) Description (Mass References Spectrometry) spectrum; chemical ionization (CI)
Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 153, View in Reaxys
spectrum
Enders, Dieter; Kipphardt, Helmut; Gerdes, Peter; Brena-Valle, Leonardo J.; Bhushan, Vidya; Bulletin des Societes Chimiques Belges; vol. 97; nb. 8-9; (1988); p. 691 - 704, View in Reaxys
UV/VIS Spectroscopy (1) 1 of 1
Absorption Maxima (UV/ 188 VIS) [nm] Ext./Abs. Coefficient [l·mol-1cm-1]
57000
Sciebura, Jacek; Gawronski, Jacek; Tetrahedron Asymmetry; vol. 24; nb. 11; (2013); p. 683 - 688, View in Reaxys Use (1) Laboratory Use and Handling
References
highly enantiose- Chi, Yonggui; Gellman, Samuel H.; Organic Letters; vol. 7; nb. 19; (2005); p. 4253 - 4256, View in Reaxys lective catalyst for Michael addition of aldehydes to simple enones Quantum Chemical Calculations (2) Calculated Prop- Method (Quantum References erties Chemical Calculations) Population analysis, charge distribution
Ab initio calcns. (LCAO, GO SCF, DIM, SAMO, X-à, Hartree-Fock)
Sciebura, Jacek; Gawronski, Jacek; Tetrahedron Asymmetry; vol. 24; nb. 11; (2013); p. 683 - 688, View in Reaxys
Circular dichroism Ab initio calcns. (LCAO, GO SCF, DIM, SAMO, X-à, Hartree-Fock)
Sciebura, Jacek; Gawronski, Jacek; Tetrahedron Asymmetry; vol. 24; nb. 11; (2013); p. 683 - 688, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
5/16
2016-03-15 08:50:35
Reaxys ID 14561425 View in Reaxys
2/14 CAS Registry Number: 22348-31-8 Chemical Name: (R)-2-(diphenylmethyl)pyrrolidine; (R)-2-diphenylmethyl-pyrrolidine Linear Structure Formula: C17H19N Molecular Formula: C17H19N Molecular Weight: 237.345 InChI Key: OXOBKZZXZVFOBB-MRXNPFEDSA-N Note:
NH
Substance Label (3) Label References 3b
Doulcet, Julien; Stephenson, G. Richard; Chemistry - A European Journal; vol. 21; nb. 38; (2015); p. 13431 - 13436, View in Reaxys
C
Shyam, Pranab K.; Jang, Hye-Young; European Journal of Organic Chemistry; vol. 2014; nb. 9; (2014); p. 1817 - 1822, View in Reaxys
2.36
Patent; DSM IP ASSETS B.V.; WO2006/50988; (2006); (A1) English, View in Reaxys
Patent-Specific Data (1) References Patent; TAKASAGO INTERNATIONAL CORPORATION; US2010/324338; (2010); (A1) English, View in Reaxys Catalyst Investigation (1) 1 of 1
Investigated characteris- Catalytic activity; Enantiomeric excess; Diastereomeric excess tic(s) Specification of catalysis Stereoselective catalysis Co-catalyst/co-substrate FeCl3·6H2O; tetrabutyl ammonium fluoride name Shyam, Pranab K.; Jang, Hye-Young; European Journal of Organic Chemistry; vol. 2014; nb. 9; (2014); p. 1817 1822, View in Reaxys
Reaxys ID 1572738 View in Reaxys
3/14 CAS Registry Number: 383127-45-5 Chemical Name: 2-(diphenylmethyl)pyrrolidine; α-(α-Pyrrolidinyl)-diphenylmethan Linear Structure Formula: C17H19N Molecular Formula: C17H19N Molecular Weight: 237.345 Type of Substance: heterocyclic InChI Key: OXOBKZZXZVFOBB-UHFFFAOYSA-N Note:
NH
Substance Label (2) Label References 4
Lovely, Ann E.; Wenzel, Thomas J.; Tetrahedron Asymmetry; vol. 17; nb. 18; (2006); p. 2642 - 2648, View in Reaxys
I
Patent; Roussel-Uclaf; FRM3638; (1964); Chem.Abstr.; vol. 70; nb. 106375m; (1969), View in Reaxys
Derivative (1) Comment (Deriva- References tive) HCl: F: 285grad, <α>(D)20: 20 +2grad (1percent H2O)
Patent; Roussel-Uclaf; FRM3638; (1964); Chem.Abstr.; vol. 70; nb. 106375m; (1969), View in Reaxys
Association (MCS) (1) 1 of 1
Description (Association Association with compound (MCS))
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
6/16
2016-03-15 08:50:35
Solvent (Association (MCS))
tetradeuteriomethanol
Comment (Association (MCS))
ambient temperature
Partner (Association (MCS))
(+)-(2R,3R,11R,12R)-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3,11,12-tetracarboxylic acid
Lovely, Ann E.; Wenzel, Thomas J.; Tetrahedron Asymmetry; vol. 17; nb. 18; (2006); p. 2642 - 2648, View in Reaxys
Reaxys ID 7665920 View in Reaxys
4/14 Chemical Name: (S)-2-(diphenylmethyl)pyrrolidine hydrochloride Linear Structure Formula: C17H19N*ClH Molecular Formula: C17H19N*ClH Molecular Weight: 273.806 Type of Substance: heterocyclic InChI Key: KTGRJTGIWVDSKZ-NTISSMGPSA-N Note:
NH Cl
H
Substance Label (1) Label References 1*HCl
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Melting Point (1) 1 of 1
Melting Point [°C]
281 - 282
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys Density (1) 1 of 1
Density [g·cm-3]
1.17
Type (Density)
crystallographic
Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 - 153, View in Reaxys Crystal Phase (1) Description (Crys- Comment (Crystal References tal Phase) Phase) Crystal structure determination
a=8.18 Angstroem, b=11.77 Angstroem, c=16.09 Angstroem, n=4.; Method of determination: Single Crystal X-ray Diffraction
Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 - 153, View in Reaxys
Crystal System (1) Crystal System References rhombic
Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 153, View in Reaxys
Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
1.15 g/100ml
Solvent (Optical Rotatory Power)
CHCl3
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
7/16
2016-03-15 08:50:35
Optical Rotatory Power [deg]
1.8
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
20
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys Space Group (1) Space Group 19
References Bailey, David J.; O'Hagan, David; Tavasli, Mustafa; Tetrahedron Asymmetry; vol. 8; nb. 1; (1997); p. 149 153, View in Reaxys
NMR Spectroscopy (3) 1 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
400
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys 2 of 3
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
400
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys 3 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
100
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys IR Spectroscopy (1) 1 of 1
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
solid
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
8/16
2016-03-15 08:50:35
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys Mass Spectrometry (1) Description (Mass References Spectrometry) spectrum; chemical ionization (CI)
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Reaxys ID 23196367 View in Reaxys
5/14 CAS Registry Number: 23627-61-4 Chemical Name: (R)-2-(diphenylmethyl)pyrrolidine hydrochloride Linear Structure Formula: C17H19N*ClH Molecular Formula: C17H19N*ClH Molecular Weight: 273.806 InChI Key: KTGRJTGIWVDSKZ-PKLMIRHRSA-N Note:
NH HCl
Patent-Specific Data (1) Location in Patent References Page/Page column
Patent; Daiichi Sankyo Company, Limited; NAKAMURA, Yoshitaka; KITAWAKI, Takafumi; KANEDA, Takeshi; US2014/296569; (2014); (A1) English, View in Reaxys
Reaxys ID 8951094 View in Reaxys
6/14 N(2+)
C+
Linear Structure Formula: C17H19 Molecular Formula: C17H18N*H Molecular Weight: 237.345 Type of Substance: heterocyclic InChI Key: CFJNRHHTVSUPHP-INIZCTEOSA-O Note:
NH H+
Substance Label (1) Label References 28
Klumpp; Aguirre; Sanchez Jr.; de Leon; Organic letters; vol. 3; nb. 17; (2001); p. 2781 - 2784, View in Reaxys
NMR Spectroscopy (2) 1 of 2
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- ClSO2F; fluorosulfonic acid scopy) Temperature (NMR Spectroscopy) [°C]
-80
Comment (NMR Spectroscopy)
in the presence of inorganic compounds
Klumpp; Aguirre; Sanchez Jr.; de Leon; Organic letters; vol. 3; nb. 17; (2001); p. 2781 - 2784, View in Reaxys 2 of 2
Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)
13C
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
9/16
2016-03-15 08:50:35
Solvents (NMR Spectro- acetone-d6 scopy) Klumpp; Aguirre; Sanchez Jr.; de Leon; Organic letters; vol. 3; nb. 17; (2001); p. 2781 - 2784, View in Reaxys
Reaxys ID 9027605 View in Reaxys
7/14 Linear Structure Formula: C17H20N(1+)*C13H11O3 (1-) Molecular Formula: C13H12O3*C17H19N Molecular Weight: 453.581 Type of Substance: heterocyclic InChI Key: CAGRJVXCVNVKNE-NTISSMGPSA-N Note:
O NH
O
OH
Substance Label (1) Label References 3
Cheung; Kang; Netherton; Scheffer; Trotter; Journal of the American Chemical Society; vol. 122; nb. 47; (2000); p. 11753 - 11754, View in Reaxys
Crystal Phase (1) Description (Crys- References tal Phase) Crystal structure determination
Cheung; Kang; Netherton; Scheffer; Trotter; Journal of the American Chemical Society; vol. 122; nb. 47; (2000); p. 11753 - 11754, View in Reaxys
Crystal System (1) Crystal System References monoclinic
Cheung; Kang; Netherton; Scheffer; Trotter; Journal of the American Chemical Society; vol. 122; nb. 47; (2000); p. 11753 - 11754, View in Reaxys
Space Group (1) Space Group 4
References Cheung; Kang; Netherton; Scheffer; Trotter; Journal of the American Chemical Society; vol. 122; nb. 47; (2000); p. 11753 - 11754, View in Reaxys
Reaxys ID 9442980 View in Reaxys
8/14 Chemical Name: (S)-2-(diphenylmethyl)pyrrolidine perchlorate Linear Structure Formula: C17H19N*ClHO4 Molecular Formula: C17H19N*ClHO4 Molecular Weight: 337.803 Type of Substance: heterocyclic InChI Key: ALJZDSOWRUSQON-NTISSMGPSA-N Note:
OH
N H O
Cl OO
Substance Label (1) Label References 1*HClO4
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Melting Point (1) 1 of 1
Melting Point [°C]
198 - 199
Solvent (Melting Point)
CH2Cl2; petroleum ether
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
10/16
2016-03-15 08:50:35
Concentration (Optical Rotatory Power)
0.51 g/100ml
Solvent (Optical Rotatory Power)
methanol
Optical Rotatory Power [deg]
-1.9
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
20
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys NMR Spectroscopy (3) 1 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
400
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys 2 of 3
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
400
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys 3 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- CDCl3 scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
100
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys IR Spectroscopy (1) 1 of 1
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
solid
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
11/16
2016-03-15 08:50:35
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Reaxys ID 9444804 View in Reaxys
9/14
OH
N H
2
Chemical Name: (S)-2-(diphenylmethyl)pyrrolidine sulfate Linear Structure Formula: 2C17H19N*H2O4S Molecular Formula: 2C17H19N*H2O4S Molecular Weight: 572.769 Type of Substance: heterocyclic InChI Key: ORGRECXFQSMOPA-NTISSMGPSA-N Note:
HO
S OO
Substance Label (1) Label References 1*0.5H2SO4
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Melting Point (1) 1 of 1
Melting Point [°C]
239 - 242
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
0.53 g/100ml
Solvent (Optical Rotatory Power)
methanol
Optical Rotatory Power [deg]
-9.6
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
20
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys NMR Spectroscopy (3) 1 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- tetradeuteriomethanol scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
400
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys 2 of 3
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
12/16
2016-03-15 08:50:35
Solvents (NMR Spectro- tetradeuteriomethanol scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
400
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys 3 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- tetradeuteriomethanol scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
100
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys IR Spectroscopy (1) 1 of 1
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
solid
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys Mass Spectrometry (1) Description (Mass References Spectrometry) spectrum; fast atom bombardment (FAB)
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Reaxys ID 9444887 View in Reaxys
10/14 Chemical Name: (S)-2-(diphenylmethyl)pyrrolidine hydrogen sulfate Linear Structure Formula: C17H19N*H2O4S Molecular Formula: C17H19N*H2O4S Molecular Weight: 335.424 Type of Substance: heterocyclic InChI Key: ORGRECXFQSMOPA-NTISSMGPSA-N Note:
OH
N H HO
S OO
Substance Label (1) Label References 1*H2SO4
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Melting Point (1) 1 of 1
Melting Point [°C]
197 - 199
Solvent (Melting Point)
methanol; diethyl ether
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
13/16
2016-03-15 08:50:35
Optical Rotatory Power (1) 1 of 1
Type (Optical Rotatory Power)
[alpha]
Concentration (Optical Rotatory Power)
0.58 g/100ml
Solvent (Optical Rotatory Power)
methanol
Optical Rotatory Power [deg]
-2.6
Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]
20
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys NMR Spectroscopy (3) 1 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- tetradeuteriomethanol scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
400
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys 2 of 3
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectro- tetradeuteriomethanol scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
400
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys 3 of 3
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectro- tetradeuteriomethanol scopy) Temperature (NMR Spectroscopy) [°C]
25
Frequency (NMR Spectroscopy) [MHz]
100
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys IR Spectroscopy (1)
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
14/16
2016-03-15 08:50:35
1 of 1
Description (IR Spectroscopy)
Bands
Solvent (IR Spectroscopy)
solid
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys Mass Spectrometry (1) Description (Mass References Spectrometry) chemical ionization (CI)
Aggarwal, Varinder K.; Lopin, Chrystel; Sandrinelli, Franck; Journal of the American Chemical Society; vol. 125; nb. 25; (2003); p. 7596 - 7601, View in Reaxys
Reaxys ID 10629877 View in Reaxys
11/14 -1
Linear Structure Formula: C17H19N*BF4 (1-)*H(1+) Molecular Formula: BF4*C17H19N*H Molecular Weight: 325.157 Type of Substance: heterocyclic InChI Key: PNUFSMDYQFRPGP-NTISSMGPSA-O Note:
F (v4)
F
B FF
HN
H+
Substance Label (1) Label References 4
Biaggi, Cinzia; Benaglia, Maurizio; Raimondi, Laura; Cozzi, Franco; Tetrahedron; vol. 62; nb. 52; (2006); p. 12375 - 12379, View in Reaxys
NMR Spectroscopy (1) 1 of 1
Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]
300
Biaggi, Cinzia; Benaglia, Maurizio; Raimondi, Laura; Cozzi, Franco; Tetrahedron; vol. 62; nb. 52; (2006); p. 12375 - 12379, View in Reaxys
Reaxys ID 10733495 View in Reaxys
NH
12/14
F F
Linear Structure Formula: C17H19N*CHF3O3S Molecular Formula: CHF3O3S*C17H19N Molecular Weight: 387.423 Type of Substance: heterocyclic InChI Key: ICBXTOBINPSWGM-NTISSMGPSA-N Note:
F O
S
OH O
Substance Label (1) Label References 1d
Chow, San San; Nevalainen, Marta; Evans, Catherine A.; Johannes, Charles W.; Tetrahedron Letters; vol. 48; nb. 2; (2007); p. 277 - 280, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
15/16
2016-03-15 08:50:35
Reaxys ID 14457637 View in Reaxys
13/14 CAS Registry Number: 702711-81-7 Linear Structure Formula: C2HF3O2*C17H19N Molecular Formula: C2HF3O2*C17H19N Molecular Weight: 351.369 InChI Key: LUWIZWOTKTZZEY-NTISSMGPSA-N Note:
O
NH
F
HO
F F
Substance Label (1) Label References IVd
Patent; JAPAN SCIENCE AND TECHNOLOGY AGENCY; WO2005/90294; (2005); (A2) English, View in Reaxys
Reaxys ID 18786546 View in Reaxys
NH
14/14 Linear Structure Formula: C17H19N*C50H57O4P Molecular Formula: C17H19N*C50H57O4P Molecular Weight: 990.318 InChI Key: NOUCZZVJSQZKKW-SFVHDIHTSA-N Note: O O P O
OH
R(a)-isomer
Substance Label (1) Label References 11bi
Patent; STUDIENGESELLSCHAFT KOHLE MBH; US2009/30216; (2009); (A1) English, View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
16/16
2016-03-15 08:50:35