Query Query O O
1. Query
N
Results
Date
36 reactions in Reaxys
2016-09-10 20h:29m:41s (EST)
O
O
O
N
OH
Search as: As drawn, No salts, No mixtures, No charges, No radicals
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O
O O
N
O N
O
OH
Rx-ID: 9013926 View in Reaxys 1/36 Yield
Conditions & References
86 %
With hydrogen, platinum(IV) oxide in ethanol, Time= 96h, p= 2585.74Torr Zou, Mu-Fa; Agoston, Gregory E.; Belov, Yuri; Kopajtic, Theresa; Katz, Jonathan L.; Newman, Amy Hauck; Bioorganic and Medicinal Chemistry Letters; vol. 12; nb. 9; (2002); p. 1249 - 1252 View in Reaxys Zou, Mu-Fa; Kopajtic, Theresa; Katz, Jonathan L.; Newman, Amy Hauck; Journal of Medicinal Chemistry; vol. 46; nb. 14; (2003); p. 2908 - 2916 View in Reaxys
O
O O
N O
O N OH
Rx-ID: 4339897 View in Reaxys 2/36 Yield
Conditions & References
90 %
With hydrogen, platinum(IV) oxide in ethanol, Time= 96h, p= 2585.7Torr Majewski; Lazny; Journal of Organic Chemistry; vol. 60; nb. 18; (1995); p. 5825 - 5830 View in Reaxys
O
O
O
O N
HCl N
OH
O
Rx-ID: 24056679 View in Reaxys 3/36 Yield
Conditions & References 5 : EXAMPLE 5 EXAMPLE 5 2-Carbomethoxy-3-hydroxy-tropane, hydrochloride. To a solution of the 2-carbomethoxy-3-tropanone obtained in example 4 (17 g, 85 mmol) in 750 ml methanol cooled to -35° C. was added sodium borohydride (17 g, 450 mmol) and the mixture was stirred for 4 hours. The cooled solution was quenched by slow addition of concentrated hydrochloric acid (40 ml) and the mixture was concentrated in vacuo. Water (400 ml) was added and the pH was adjusted to 3 by addition of concentrated hydrochloric acid. After having washed the water phase three times with diethyl ether pH was adjusted to 11 by addition of concentrated ammonium hydroxide and the water phase was extracted three times with methylene chloride. Concentration in vacuo yielded oil which was dissolved in ethanol and added concentrated hydrochloric acid followed by concentration in vacuo. Freeze drying of the residue yielded the title compound as an amorphous product. With hydrochlorid acid, sodium borohydride in methanol, ethanol, water Patent; NeuroSearch A/S; US2001/18444; (2001); (A1) English View in Reaxys 21 : (1RS,2RS,3RS)-2-Carbomethoxy-3-hydroxy-tropane, hydrochloride. STR24 EXAMPLE 21 (1RS,2RS,3RS)-2-Carbomethoxy-3-hydroxy-tropane, hydrochloride. STR24 To a solution of (1RS,2RS)-2-carbomethoxy-3-tropanone (17 g, 85 mmol) in 750 ml methanol cooled to -35° C. was added sodium borohydride (17 g, 450 mmol) and the mixture was stirred for 4 hours, The cooled solution was quenched by slow addition of concentrated hydrochloric acid (40 ml) and the mixture was concentrated in vacuo. Water (400 ml) was added and the pH was adjusted to 3 by addition of concentrated hydrochloric acid.
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After having washed the water phase three times with diethyl ether pH was adjusted to 11 by addition of concentrated ammonium hydroxide and the water phase was extracted three times with methylene chloride. Concentration in vacuo yields an oil which was dissolved in ethanol and added concentrated hydrochloric acid followed by concentration in vacuo. Freeze drying the residue yielded the title compound as an amorphous product. With hydrochlorid acid, sodium borohydride in methanol, ethanol, water Patent; NeuroSearch A/S; US5369113; (1994); (A1) English View in Reaxys 5 : 2-Carbomethoxy-3-hydroxy-tropane, hydrochloride STR15 EXAMPLE 5 2-Carbomethoxy-3-hydroxy-tropane, hydrochloride STR15 To a solution of the 2-carbomethoxy-3-tropanone obtained in example 4 (17 g, 85 mmol) in 750 ml methanol cooled to -35° C. was added sodium borohydride (17 g, 450 mmol) and the mixture was stirred for 4 hours. The cooled solution was quenched by slow addition of concentrated hydrochloric acid (40 ml) and the mixture was concentrated in vacuo. Water (400 ml) was added and the pH was adjusted to 3 by addition of concentrated hydrochloric acid. After having washed the water phase three times with diethyl ether pH was adjusted to 11 by addition of concentrated ammonium hydroxide and the water phase was extracted three times with methylene chloride. Concentration in vacuo yielded oil which was dissolved in ethanol and added concentrated hydrochloric acid followed by concentration in vacuo. Freeze drying of the residue yielded the title compound as an amorphous product. With hydrochlorid acid, sodium borohydride in methanol, ethanol, water Patent; NeuroSearch A/S; US5736556; (1998); (A1) English View in Reaxys
O
O O
N
O
OH
N
N O
OH
O O
Rx-ID: 2499141 View in Reaxys 4/36 Yield
Conditions & References
19 %, 56 %
With sodium tetrahydroborate in methanol, Time= 24h, T= -20 °C Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys
56 %, 19 %
With sodium tetrahydroborate in methanol, Time= 24h, T= -20 °C Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys
O
O O
N
O
OH
N
N O
O
OH
O
Rx-ID: 2499140 View in Reaxys 5/36 Yield 10 %, 52 %
Conditions & References With sodium tetrahydroborate in methanol, Time= 24h, T= -20 °C Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 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.
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52 %, 10 %
With sodium tetrahydroborate in methanol, Time= 24h, T= -20 °C Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys
O
O O
N
O N
O
OH
Rx-ID: 14084095 View in Reaxys 6/36 Yield
Conditions & References Reaction Steps: 3 1: 86 percent / H2 / PtO2 / ethanol / 96 h / 2585.74 Torr 2: H2O / 18 h / Heating 3: 293 mg / HCl gas / 20 °C With hydrogenchloride, water, hydrogen, platinum(IV) oxide in ethanol Zou, Mu-Fa; Kopajtic, Theresa; Katz, Jonathan L.; Newman, Amy Hauck; Journal of Medicinal Chemistry; vol. 46; nb. 14; (2003); p. 2908 - 2916 View in Reaxys Reaction Steps: 3 1: 86 percent / H2 / PtO2 / ethanol / 96 h / 2585.74 Torr 2: H2O / Heating 3: HCl gas / 20 °C With hydrogenchloride, water, hydrogen, platinum(IV) oxide in ethanol Zou, Mu-Fa; Agoston, Gregory E.; Belov, Yuri; Kopajtic, Theresa; Katz, Jonathan L.; Newman, Amy Hauck; Bioorganic and Medicinal Chemistry Letters; vol. 12; nb. 9; (2002); p. 1249 - 1252 View in Reaxys Reaction Steps: 2 1: 70 percent / NaBH4 / methanol / -30 °C 2: 1.) H2O, 2.) HCl / 1.) reflux, 18 h, 2.) RT, overnight With hydrogenchloride, sodium tetrahydroborate, water in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys
O
O O
N
OH
N
O
OH
N
N O
O O
O
OH
O
Rx-ID: 3975801 View in Reaxys 7/36 Yield 3.5 %, 17 %, 66 %
Conditions & References With sodium tetrahydroborate in methanol, T= -30 °C Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys
3.5 %, 66 %, 17 %
With sodium tetrahydroborate in methanol, T= -30 °C Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys
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17 %, 66 %, 3.5 %
With sodium tetrahydroborate in methanol, T= -30 °C Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys
O
O O
N
OH
N
O
OH
N
N O
O
OH
O
O
O
Rx-ID: 3975802 View in Reaxys 8/36 Yield
Conditions & References
1.3 %, 19 %, 70 %
With sodium tetrahydroborate in methanol, T= -30 °C Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys
1.3 %, 70 %, 19 %
With sodium tetrahydroborate in methanol, T= -30 °C Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys
19 %, 70 %, 1.3 %
With sodium tetrahydroborate in methanol, T= -30 °C Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys O
O O N
O N OH
O
racemate
Rx-ID: 1827299 View in Reaxys 9/36 Yield
Conditions & References With sodium tetrahydroborate in methanol, Time= 4h, T= -30 °C Carroll, F. Ivy; Coleman, Michael L.; Lewin, Anita H.; Journal of Organic Chemistry; vol. 47; nb. 1; (1982); p. 13 19 View in Reaxys
O
O O
N
OH
N
O N
O racemate
OH
O O racemate
racemate
Rx-ID: 3827301 View in Reaxys 10/36 Yield 10 %, 67 %
Conditions & References With sodium tetrahydroborate, ammonium chloride in ethanol, 1.) -60 deg C, 3 h, 2.) RT, overnight Majewski, Marek; Zheng, Guo-Zhu; Canadian Journal of Chemistry; vol. 70; nb. 10; (1992); p. 2618 - 2626 View in Reaxys
67 %, 10 %
With sodium tetrahydroborate, ammonium chloride in ethanol, 1.) -60 deg C, 3 h, 2.) RT, overnight Majewski, Marek; Zheng, Guo-Zhu; Canadian Journal of Chemistry; vol. 70; nb. 10; (1992); p. 2618 - 2626 View in Reaxys
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O O
O
O
N O
N OH
racemate
Rx-ID: 18239593 View in Reaxys 11/36 Yield
Conditions & References Reaction Steps: 3 2: 70 percent / NaBH4 / methanol / -30 °C 3: 1.) H2O, 2.) HCl / 1.) reflux, 18 h, 2.) RT, overnight With hydrogenchloride, sodium tetrahydroborate, water in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys Reaction Steps: 2 2: H2 / PtO2 With hydrogen, platinum(IV) oxide Wang, Shaoyin; Gao, Yigong; Laruelle, Marc; Baldwin, Ronald M.; Scanley, B. Ellen; et al.; Journal of Medicinal Chemistry; vol. 36; nb. 13; (1993); p. 1914 - 1917 View in Reaxys
H
O
H
O
O
O
N
N O
H
OH H
Rx-ID: 5218972 View in Reaxys 12/36 Yield
Conditions & References
77 %
With sodium tetrahydroborate, Reduction Node, Manabu; Nakamura, Soichi; Nakamura, Daisaku; Katoh, Takahiro; Nishide, Kiyoharu; Tetrahedron Letters; vol. 40; nb. 29; (1999); p. 5357 - 5360 View in Reaxys
O
O O
N
O N
O
OH
Rx-ID: 3561252 View in Reaxys 13/36 Yield
Conditions & References With hydrogen, platinum(IV) oxide Wang, Shaoyin; Gao, Yigong; Laruelle, Marc; Baldwin, Ronald M.; Scanley, B. Ellen; et al.; Journal of Medicinal Chemistry; vol. 36; nb. 13; (1993); p. 1914 - 1917 View in Reaxys
O
O O
N
O N
O
OH
Rx-ID: 18231566 View in Reaxys 14/36 Yield
Conditions & References Reaction Steps: 2 1: 66 percent / NaBH4 / methanol / -30 °C 2: 1.) H2O, 2.) HCl / 1.) reflux, 18 h, 2.) RT, overnight
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With hydrogenchloride, sodium tetrahydroborate, water in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 18239594 View in Reaxys 15/36 Yield
Conditions & References Reaction Steps: 2 2: 19 percent / NaBH4 / methanol / -30 °C With sodium tetrahydroborate in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 18239595 View in Reaxys 16/36 Yield
Conditions & References Reaction Steps: 3 2: 66 percent / NaBH4 / methanol / -30 °C 3: 1.) H2O, 2.) HCl / 1.) reflux, 18 h, 2.) RT, overnight With hydrogenchloride, sodium tetrahydroborate, water in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 18239596 View in Reaxys 17/36 Yield
Conditions & References Reaction Steps: 2 2: 1.3 percent / NaBH4 / methanol / -30 °C With sodium tetrahydroborate in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 18239605 View in Reaxys 18/36
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Yield
Conditions & References Reaction Steps: 2 2: 66 percent / NaBH4 / methanol / -30 °C With sodium tetrahydroborate in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 18239606 View in Reaxys 19/36 Yield
Conditions & References Reaction Steps: 2 2: 17 percent / NaBH4 / methanol / -30 °C With sodium tetrahydroborate in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 18239607 View in Reaxys 20/36 Yield
Conditions & References Reaction Steps: 2 2: 70 percent / NaBH4 / methanol / -30 °C With sodium tetrahydroborate in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 18239608 View in Reaxys 21/36 Yield
Conditions & References Reaction Steps: 2 2: 3.5 percent / NaBH4 / methanol / -30 °C With sodium tetrahydroborate in methanol Meltzer, Peter C.; Liang, Anna. Y.; Madras, Bertha. K.; Journal of Medicinal Chemistry; vol. 37; nb. 13; (1994); p. 2001 - 2010 View in Reaxys
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O
O
O
O N
Cl
N O
H
OH
Rx-ID: 21745639 View in Reaxys 22/36 Yield
Conditions & References Reaction Steps: 3 1: 52 percent / NaBH4 / methanol / 24 h / -20 °C 2: 74 percent / H2O / 9 h / Heating 3: 67 percent / 10percent HCl(g) With hydrogenchloride, sodium tetrahydroborate, water in methanol Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys
O
O
O
O N
Cl
N O
H
OH
Rx-ID: 21745640 View in Reaxys 23/36 Yield
Conditions & References Reaction Steps: 3 1: 56 percent / NaBH4 / methanol / 24 h / -20 °C 2: 70 percent / H2O / 9 h / Heating 3: 65 percent / 10percent HCl(g) With hydrogenchloride, sodium tetrahydroborate, water in methanol Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 21745643 View in Reaxys 24/36 Yield
Conditions & References Reaction Steps: 2 2: 19 percent / NaBH4 / methanol / 24 h / -20 °C With sodium tetrahydroborate in methanol Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys O
O
O
O
N O
Cl
N
H
OH
racemate
Rx-ID: 21745644 View in Reaxys 25/36 Yield
Conditions & References Reaction Steps: 4 2: 56 percent / NaBH4 / methanol / 24 h / -20 °C 3: 70 percent / H2O / 9 h / Heating
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4: 65 percent / 10percent HCl(g) With hydrogenchloride, sodium tetrahydroborate, water in methanol Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys O
O
O
O
N O
Cl
N
H
OH
racemate
Rx-ID: 21745645 View in Reaxys 26/36 Yield
Conditions & References Reaction Steps: 4 2: 52 percent / NaBH4 / methanol / 24 h / -20 °C 3: 74 percent / H2O / 9 h / Heating 4: 67 percent / 10percent HCl(g) With hydrogenchloride, sodium tetrahydroborate, water in methanol Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 21745646 View in Reaxys 27/36 Yield
Conditions & References Reaction Steps: 2 2: 52 percent / NaBH4 / methanol / 24 h / -20 °C With sodium tetrahydroborate in methanol Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys O O
O
O
N O
N OH
racemate
Rx-ID: 21745647 View in Reaxys 28/36 Yield
Conditions & References Reaction Steps: 2 2: 10 percent / NaBH4 / methanol / 24 h / -20 °C With sodium tetrahydroborate in methanol Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys
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O O
O
O
N O
N OH
racemate
Rx-ID: 21745648 View in Reaxys 29/36 Yield
Conditions & References Reaction Steps: 2 2: 56 percent / NaBH4 / methanol / 24 h / -20 °C With sodium tetrahydroborate in methanol Carroll, F. Ivy; Lewin, Anita H.; Abraham, Philip; Parham, Karol; Boja, John W.; Kuhar, Michael J.; Journal of Medicinal Chemistry; vol. 34; nb. 3; (1991); p. 883 - 886 View in Reaxys
O
O
O
O
N
N
OH
O
2H
racemate
Rx-ID: 1827298 View in Reaxys 30/36 Yield
Conditions & References With sodium borodeuteride in methanol-d1 Carroll, F. Ivy; Coleman, Michael L.; Lewin, Anita H.; Journal of Organic Chemistry; vol. 47; nb. 1; (1982); p. 13 19 View in Reaxys
O
O
O
N
O
OH N
N O
O
OH
O
Rx-ID: 2656435 View in Reaxys 31/36 Yield
Conditions & References
25 %, 2.39 g
With sodium amalgam, sulfuric acid, Time= 3.5h, T= -2 - 7 °C , pH 3 - 4 Lewin; Naseree; Carroll; Journal of Heterocyclic Chemistry; vol. 24; nb. 1; (1987); p. 19 - 21 View in Reaxys
2.39 g, 25 %
With sodium amalgam, sulfuric acid, Time= 3.5h, T= -2 - 7 °C , pH 3 - 4 Lewin; Naseree; Carroll; Journal of Heterocyclic Chemistry; vol. 24; nb. 1; (1987); p. 19 - 21 View in Reaxys O
O O N
O N OH
O
racemate
Rx-ID: 21237920 View in Reaxys 32/36 Yield
Conditions & References Reaction Steps: 4 1: NaBH4 / methanol / 4 h / -30 °C 2: 44 percent / H2O / Heating 3: 82 percent / HCl / 16 h / 50 °C 4: 83 percent / K2CO3 With hydrogenchloride, sodium tetrahydroborate, potassium carbonate in methanol, water
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Carroll, F. Ivy; Coleman, Michael L.; Lewin, Anita H.; Journal of Organic Chemistry; vol. 47; nb. 1; (1982); p. 13 19 View in Reaxys O
O O N
O N
Cl
H
OH
O
racemate
Rx-ID: 21237921 View in Reaxys 33/36 Yield
Conditions & References Reaction Steps: 3 1: NaBH4 / methanol / 4 h / -30 °C 2: 44 percent / H2O / Heating 3: 82 percent / HCl / 16 h / 50 °C With hydrogenchloride, sodium tetrahydroborate in methanol, water Carroll, F. Ivy; Coleman, Michael L.; Lewin, Anita H.; Journal of Organic Chemistry; vol. 47; nb. 1; (1982); p. 13 19 View in Reaxys
O
O
O
O N
N
OH
O
Rx-ID: 9596180 View in Reaxys 34/36 Yield
Conditions & References
26 %
With sodium amalgam Berkman, Clifford E.; Underiner, Gail E.; Cashman, John R.; Biochemical Pharmacology; vol. 54; nb. 11; (1997); p. 1261 - 1266 View in Reaxys
O
O O
N
O N
O
OH
Rx-ID: 4713246 View in Reaxys 35/36 Yield
Conditions & References With sodium tetrahydroborate Thompson, Philip E.; Hearn, Milton T. W.; Tetrahedron Letters; vol. 38; nb. 16; (1997); p. 2907 - 2910 View in Reaxys
O
O
O
O N
N O
OH
Rx-ID: 4713247 View in Reaxys 36/36 Yield
Conditions & References With sodium tetrahydroborate Thompson, Philip E.; Hearn, Milton T. W.; Tetrahedron Letters; vol. 38; nb. 16; (1997); p. 2907 - 2910 View in Reaxys
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