(R)-1-Phenylpropan-2-amine (Levamphetamine; (R)-Amphetamine) by Asch

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PubChem

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Reactions (74)

Yield

Substances (2)

Citations (31)

Conditions

References

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Rx-ID: 13217143 Find similar reactions

Multi-step reaction with 4 steps 1: 90 percent / bakers' yeast; Tween 80; aq. sucrose / 25 - 32 °C 2: 85 percent / 4-(dimethylamino)pyridine; pyridine / 3 h / 30 °C 3: 99.6 percent / sodium azide / dimethylsulfoxide / 2 h / 45 °C 4: 98 percent / H2 / Pd/C / ethyl acetate / 12 h / 20 °C / 912 Torr View Scheme

Shi, Xiao-Xin; Yao, Jian-Zhong; Kang, Li; Shen, Chun-Li; Yi, Fei

Journal of Chemical Research, 2004 , # 10 p. 681 - 683 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 4 steps 1: titanium(IV) isopropylate; ammonia / methanol / 6 h / 20 °C / Inert atmosphere 2: sodium tetrahydroborate / methanol / 3 h / 20 °C 3: Candida antartica lipase B; triethylamine / n-heptane / 2.6 h / 35 °C / Inert atmosphere; Enzymatic reaction 4: water; potassium hydroxide / Reflux View Scheme

Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: titanium(IV) isopropylate; ammonia / methanol / 6 h / 20 °C / Inert atmosphere 2: sodium tetrahydroborate / methanol / 3 h / 20 °C 3: Candida antartica lipase B; triethylamine / n-heptane / 2.6 h / 35 °C / Inert atmosphere; Enzymatic reaction View Scheme

Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

With (+/-)-Butanamine; phosphoric acid; pyridoxal 5'-phosphate; ω-transaminase (R)-TA Aspergillus terreus

T=30°C; pH=7.5; 24 h; Enzymatic reaction; Reagent/catalyst; enantioselective reaction; Hide Experimental Procedure

Fesko, Kateryna; Steiner, Kerstin; Breinbauer, Rolf; Schwab, Helmut; Schuermann, Martin; Strohmeier, Gernot A.

Journal of Molecular Catalysis B: Enzymatic, 2013 , vol. 96, p. 103 - 110 Title/Abstract Full Text View citing articles Show Details

2.3 General procedure for ω-transaminase catalyzed reactions

General procedure: Sodium phosphate reaction buffer (50mM, pH 7.5) containing 0.1mM PLP was mixed with the ketone substrate (10 or 50mM) and the appropriate amino donor (0.1–0.5M). The pH was adjusted to 7.5 with phosphoric acid before adding the enzymes. The reactions were started by adding 50μl of cell-free extract (CFE, contains approximately 2mg of protein) and then shaken at 30°C for 24h. With ammonium hydroxide; ammonium chloride; Reduced nicotinamide-adenine dinucleotide in aq. buffer T=30°C; pH=9.6; Enzymatic reaction; Kinetics; Reagent/catalyst; enantioselective reaction;

Ye, Li Juan; Toh, Hui Hung; Yang, Yi; Adams, Joseph P.; Snajdrova, Radka; Li, Zhi

ACS Catalysis, 2015 , vol. 5, # 2 p. 1119 - 1122 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 9202054 Find similar reactions

Stage #1: With (S)-isopropylidene glycerol 3-carboxy-2-naphthoate in methanol

T=20°C; Stage #2: With sulfuric acid in ethyl acetate

Title compound not separated from byproducts;

Pallavicini, Marco; Bolchi, Cristiano; Fumagalli, Laura; Valoti, Ermanno; Villa, Luigi

Tetrahedron Asymmetry, 2002 , vol. 13, # 20 p. 2277 - 2282 Title/Abstract Full Text View citing articles Show Details

With column LiChrospher 100 RP-18e; sulfated β-cyclodextrin in methanol; water

T=20°C; Reagent/catalyst;

Taschwer, Magdalena; Seidl, Yvonne; Mohr, Stefan; Schmid, Martin G.

Chirality, 2014 , vol. 26, # 8 p. 411 - 418 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 38266824 Find similar reactions

Multi-step reaction with 3 steps 1: N-butylamine; acetic acid / 60 °C / |Sonication 2: sodium tetrahydroborate / 1,4-dioxane; ethanol / 20 °C / |Cooling with ice 3: hydrogen; palladium 10 on activated carbon / methanol / 3800.26 Torr View Scheme

Li, Shengkun; Huang, Kexuan; Zhang, Xumu

Chemical Communications, 2014 , vol. 50, # 64 p. 8878 - 8881 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 38266844 Find similar reactions

Multi-step reaction with 2 steps 1: sodium tetrahydroborate / 1,4-dioxane; ethanol / 20 °C / |Cooling with ice 2: hydrogen; palladium 10 on activated carbon / methanol / 3800.26 Torr View Scheme

Li, Shengkun; Huang, Kexuan; Zhang, Xumu

Chemical Communications, 2014 , vol. 50, # 64 p. 8878 - 8881 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 38266867 Find similar reactions

With palladium 10 on activated carbon; hydrogen in methanol

P=3800.26 Torr; Overall yield = 94 percent;

Li, Shengkun; Huang, Kexuan; Zhang, Xumu

Chemical Communications, 2014 , vol. 50, # 64 p. 8878 - 8881 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 33556077 Find similar reactions

B: 21%

With coated protease in 3-methyl pentan-3-ol

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Queyroy, Severine; Vanthuyne, Nicolas; Gastaldi, Stephane; Bertrand, Michele P.; Gil, Gerard

T=21°C; 72 h; Resolution of racemateEnzymatic reaction; enantioselective reaction;

Advanced Synthesis and Catalysis, 2012 , vol. 354, # 9 p. 1759 - 1764 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 436361 Find similar reactions

Gewinnung ueber das Dg-Hydrogentartrat;

Jaeger; van Dijk

Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen, Series B: Physical Sciences, 1941 , vol. 44, p. 26,36,37 Full Text Show Details

With (2S,3S)-2,3-dihydroxybutanedioic acid

Gewinnung;

Pratesi; La Manna

Farmaco, Edizione Scientifica, 1956 , vol. 11, p. 33,41 Full Text Show Details

With L-(+)-tartaric acid

Gewinnung;

Samdahl; Berg

Bulletin de la Societe Chimique de France, 1951 , p. 94,95 Full Text Show Details

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Multi-step reaction with 2 steps 1: Candida antartica lipase B; triethylamine / n-heptane / 2.6 h / 35 °C / Inert atmosphere; Enzymatic reaction 2: water; potassium hydroxide / Reflux View Scheme

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Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 18560094 Find similar reactions

Multi-step reaction with 2 steps 1: H2O / 48 h / 30 °C / microbial reduction with Rhodococcus rhodochrous IFO 3338 2: Iron, ferrous sulfate heptahydrate / acetic acid View Scheme

Sakai, Kunikazu; Nakazawa, Akiko; Kondo, Kiyoshi; Ohta, Hiromichi

Agricultural and Biological Chemistry, 1985 , vol. 49, # 8 p. 2331 - 2336 Title/Abstract Full Text Show Details

Multi-step reaction with 2 steps 1: H2O / 48 h / 30 °C / microbial reduction with Rhodococcus rhodochrous IFO 3338 2: Iron powder, ferrous sulfate hezahydrate / acetic acid View Scheme

Sakai, Kunikazu; Nakazawa, Akiko; Kondo, Kiyoshi; Ohta, Hiromichi

Agricultural and Biological Chemistry, 1985 , vol. 49, # 8 p. 2331 - 2336 Title/Abstract Full Text Show Details

Multi-step reaction with 3 steps 1: lithium aluminium tetrahydride / diethyl ether / 3 h / Inert atmosphere; Reflux 2: Candida antartica lipase B; triethylamine / n-heptane / 2.6 h / 35 °C / Inert atmosphere; Enzymatic reaction 3: water; potassium hydroxide / Reflux View Scheme

Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

Hide Details

Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / diethyl ether / 3 h / Inert atmosphere; Reflux 2: Candida antartica lipase B; triethylamine / n-heptane / 2.6 h / 35 °C / Inert atmosphere; Enzymatic reaction View Scheme

Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 31607345 Find similar reactions

With supported Candida antartica lipase B in tert-butyl methyl ether

T=38 - 40°C; 6 h; Molecular sieveEnzymatic reaction; optical yield given as percent eeenantioselective reaction;

Poulhes, Florent; Vanthuyne, Nicolas; Bertrand, Michele P.; Gastaldi, Stephane; Gil, Gerard

Journal of Organic Chemistry, 2011 , vol. 76, # 17 p. 7281 - 7286 Title/Abstract Full Text View citing articles Show Details

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59%

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Rx-ID: 32451757 Find similar reactions

With water; potassium hydoxide

Reflux; optical yield given as percent ee;

Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 32451798 Find similar reactions

B: 47%

With Candida antartica lipase B; triethylamine in n-heptane

T=35°C; 2.6 h; Inert atmosphereEnzymatic reaction; optical yield given as percent ee;

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Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 32451893 Find similar reactions

Multi-step reaction with 3 steps 1: sodium tetrahydroborate / methanol / 3 h / 20 °C 2: Candida antartica lipase B; triethylamine / n-heptane / 2.6 h / 35 °C / Inert atmosphere; Enzymatic reaction 3: water; potassium hydroxide / Reflux View Scheme

Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 3 h / 20 °C 2: Candida antartica lipase B; triethylamine / n-heptane / 2.6 h / 35 °C / Inert atmosphere; Enzymatic reaction View Scheme

Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 4 steps 1: ammonium acetate / Reflux 2: lithium aluminium tetrahydride / diethyl ether / 3 h / Inert atmosphere; Reflux

Rx-ID: 32451928 Find similar reactions

Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

3: Candida antartica lipase B; triethylamine / n-heptane / 2.6 h / 35 °C / Inert atmosphere; Enzymatic reaction 4: water; potassium hydroxide / Reflux View Scheme

Multi-step reaction with 3 steps 1: ammonium acetate / Reflux 2: lithium aluminium tetrahydride / diethyl ether / 3 h / Inert atmosphere; Reflux 3: Candida antartica lipase B; triethylamine / n-heptane / 2.6 h / 35 °C / Inert atmosphere; Enzymatic reaction View Scheme

Munoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 23 p. 8171 - 8177 Title/Abstract Full Text View citing articles Show Details

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0.142 g

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Rx-ID: 29766022 Find similar reactions

Denmark, Scott E.; Edwards, James P.; Weber, Theodor; Piotrowski, David W.

Tetrahedron Asymmetry, 2010 , vol. 21, # 9-10 p. 1278 - 1302 Title/Abstract Full Text View citing articles Show Details

Stage #1: in tetrahydrofuran; diethyl ether

T=20°C; 12 h; Inert atmosphere; Stage #2: With hydrogen in methanol

T=60°C; P=19393.6 Torr; Inert atmosphere; A

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Synthesize Find similar Rx-ID: 29525775 Find similar reactions

With recombinant human acetylcholinesterase

T=37°C; Kinetics;

Verheijen, Jeroen C.; Wiig, Kjesten A.; Du, Shoucheng; Connors, Stacie L.; Martin, Ashley N.; Ferreira, Jennifer P.; Slepnev, Vladimir I.; Kochendoerfer, Ulrike

Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 12 p. 3243 - 3246 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 28781430 Find similar reactions

A: 52%

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With Alkaline protease in 3-methyl pentan-3-ol

T=20°C; 4 h; Enzymatic reaction; optical yield given as percent ee;

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Nechab, Malek; El Blidi, Lahssen; Vanthuyne, Nicolas; Gastaldi, Stephane; Bertrand, Michele P.; Gil, Gerard

Organic and Biomolecular Chemistry, 2008 , vol. 6, # 21 p. 3917 - 3920 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 9820984 Find similar reactions

98%

With hydrogen; palladium on activated charcoal in ethyl acetate

T=20°C; P=912 Torr; 12 h;

Shi, Xiao-Xin; Yao, Jian-Zhong; Kang, Li; Shen, Chun-Li; Yi, Fei

Journal of Chemical Research, 2004 , # 10 p. 681 - 683 Title/Abstract Full Text View citing articles Show Details

98%

With hydrogen; palladium on activated charcoal in methanol

P=760.051 Torr; 2 h;

Talluri, Siva Kumar; Sudalai, Arumugam

Tetrahedron, 2007 , vol. 63, # 39 p. 9758 - 9763 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 8 steps 1.1: L-proline / dimethylsulfoxide / 2 h / 25 °C 1.2: 86 percent / NaBH4 / dimethylsulfoxide; methanol / 0.17 h / 0 °C 2.1: 88 percent / hydrogen / Pd/C / methanol / 12 h / 760.05 Torr 3.1: triethylamine / CH2Cl2 / 1 h / 0 °C 4.1: 0.33 g / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C 5.1: 92 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 6.1: triethylamine / CH2Cl2 / 0.5 h / 0 °C 7.1: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 8.1: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr View Scheme

Rx-ID: 11347910 Find similar reactions

Talluri, Siva Kumar; Sudalai, Arumugam

Tetrahedron, 2007 , vol. 63, # 39 p. 9758 - 9763 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 11363255 Find similar reactions

Multi-step reaction with 2 steps 1: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 2: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr View Scheme

Talluri, Siva Kumar; Sudalai, Arumugam

Tetrahedron, 2007 , vol. 63, # 39 p. 9758 - 9763 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 11375486 Find similar reactions

Multi-step reaction with 3 steps 1: triethylamine / CH2Cl2 / 0.5 h / 0 °C 2: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 3: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr View Scheme

Talluri, Siva Kumar; Sudalai, Arumugam

Tetrahedron, 2007 , vol. 63, # 39 p. 9758 - 9763 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: 85 percent / 4-(dimethylamino)pyridine; pyridine / 3 h / 30 °C 2: 99.6 percent / sodium azide / dimethylsulfoxide / 2 h / 45 °C 3: 98 percent / H2 / Pd/C / ethyl acetate / 12 h / 20 °C / 912 Torr View Scheme

Shi, Xiao-Xin; Yao, Jian-Zhong; Kang, Li; Shen, Chun-Li; Yi, Fei

Journal of Chemical Research, 2004 , # 10 p. 681 - 683 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating

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Rx-ID: 11377444 Find similar reactions

Talluri, Siva Kumar; Sudalai, Arumugam

Tetrahedron, 2007 , vol. 63, # 39 p. 9758 - 9763

Title/Abstract Full Text View citing articles Show Details

2: triethylamine / CH2Cl2 / 0.5 h / 0 °C 3: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 4: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr View Scheme

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Rx-ID: 11378920 Find similar reactions

Multi-step reaction with 6 steps 1: triethylamine / CH2Cl2 / 1 h / 0 °C 2: 0.33 g / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C 3: 92 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 4: triethylamine / CH2Cl2 / 0.5 h / 0 °C 5: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 6: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr View Scheme

Talluri, Siva Kumar; Sudalai, Arumugam

Tetrahedron, 2007 , vol. 63, # 39 p. 9758 - 9763 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 5 steps 1: 0.33 g / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C 2: 92 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 3: triethylamine / CH2Cl2 / 0.5 h / 0 °C 4: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 5: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr View Scheme

Rx-ID: 11384141 Find similar reactions

Talluri, Siva Kumar; Sudalai, Arumugam

Tetrahedron, 2007 , vol. 63, # 39 p. 9758 - 9763 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 11389301 Find similar reactions

Multi-step reaction with 7 steps 1: 88 percent / hydrogen / Pd/C / methanol / 12 h / 760.05 Torr 2: triethylamine / CH2Cl2 / 1 h / 0 °C 3: 0.33 g / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C 4: 92 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 5: triethylamine / CH2Cl2 / 0.5 h / 0 °C 6: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 7: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr View Scheme

Talluri, Siva Kumar; Sudalai, Arumugam

Tetrahedron, 2007 , vol. 63, # 39 p. 9758 - 9763 Title/Abstract Full Text View citing articles Show Details

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100%

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Rx-ID: 10228367 Find similar reactions

With trifluoroacetic acid in dichloromethane

T=20°C;

Granander, Johan; Sott, Richard; Hilmersson, Goeran

Chemistry - A European Journal, 2006 , vol. 12, # 15 p. 4191 - 4197 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: 96 percent / triethylamine; water; SmI2 / tetrahydrofuran / 0.33 h / 20 °C 2: 100 percent / trifluoroacetic acid / CH2Cl2 / 20 °C View Scheme

Rx-ID: 12466689 Find similar reactions

Granander, Johan; Sott, Richard; Hilmersson, Goeran

Chemistry - A European Journal, 2006 , vol. 12, # 15 p. 4191 - 4197 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 9809714 Find similar reactions

With sulfuric acid; water

40 h; Heating;

Fecik, Robert A.; Devasthale, Pratik; Pillai, Segaran; Keschavarz-Shokri, Ali; Shen, Linus; Mitscher, Lester A.

Journal of Medicinal Chemistry, 2005 , vol. 48, # 4 p. 1229 - 1236 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 9969517 Find similar reactions

A: 43%

With Candida antarctica lipase in di-isopropyl ether

T=30°C; 30 h;

Yang, Bo; Zhang, Yanjun; Zhang, Shusheng; Izumi

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005 , vol. 44, # 6 p. 1312 - 1316 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 13207694 Find similar reactions

Multi-step reaction with 3 steps 1: 86 percent / pyridine / 24 h / 20 °C 2: 71 percent / H2; aq. perchloric acid; glacial AcOH / Pd/BaSO4 / 4.5 h / 95 °C / atmospheric pressure 3: H2SO4; water / 40 h / Heating View Scheme

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Rx-ID: 13222396 Find similar reactions

Fecik, Robert A.; Devasthale, Pratik; Pillai, Segaran; Keschavarz-Shokri, Ali; Shen, Linus; Mitscher, Lester A.

Journal of Medicinal Chemistry, 2005 , vol. 48, # 4 p. 1229 - 1236 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: 71 percent / H2; aq. perchloric acid; glacial AcOH / Pd/BaSO4 / 4.5 h / 95 °C / atmospheric pressure 2: H2SO4; water / 40 h / Heating View Scheme

Fecik, Robert A.; Devasthale, Pratik; Pillai, Segaran; Keschavarz-Shokri, Ali; Shen, Linus; Mitscher, Lester A.

Journal of Medicinal Chemistry, 2005 , vol. 48, # 4 p. 1229 - 1236 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 9739156 Find similar reactions

Stage #1: With sodium azide in N,N-dimethyl-formamide

T=80°C; 6 h; Stage #2: With triphenylphosphine in acetonitrile

6 h; Heating; Stage #3: With ammonium formate; palladium on activated charcoal in methanol

4 h; Heating; Title compound not separated from byproducts;

Sayyed, Iliyas Ali; Sudalai, Arumugam

Tetrahedron Asymmetry, 2004 , vol. 15, # 19 p. 3111 - 3116 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 13208401 Find similar reactions

Multi-step reaction with 2 steps 1: 99.6 percent / sodium azide / dimethylsulfoxide / 2 h / 45 °C 2: 98 percent / H2 / Pd/C / ethyl acetate / 12 h / 20 °C / 912 Torr View Scheme

Shi, Xiao-Xin; Yao, Jian-Zhong; Kang, Li; Shen, Chun-Li; Yi, Fei

Journal of Chemical Research, 2004 , # 10 p. 681 - 683 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 13429259 Find similar reactions

Multi-step reaction with 2 steps 1.1: 85 percent / triethylamine; thionyl chloride / 0.75 h / 0 °C 2.1: sodium azide / dimethylformamide / 6 h / 80 °C 2.2: PPh3 / acetonitrile / 6 h / Heating 2.3: ammonium formate / Pd/C / methanol / 4 h / Heating View Scheme

Sayyed, Iliyas Ali; Sudalai, Arumugam

Tetrahedron Asymmetry, 2004 , vol. 15, # 19 p. 3111 - 3116 Title/Abstract Full Text View citing articles Show Details

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11.0 g (74%)

Rx-ID: 7591875 Find similar reactions

Univ. Iowa

Patent: US4000197 , 1976 ; Chem.Abstr., vol. 86, # 139599 Full Text Show Details

Lederman, Seth; Leventer, Steve; Kucharik JR., Robert

Patent: US2003/118646 A1, 2003 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

2:Step 3-(-)-amphetamine

Step 3-(-)-amphetamine A suspension of the sodium acetate, 5percent palladium on Barium sulfate and racemic norchloroephedrine hydrochloride in 186 mL glacial acetic acid and 9.7 mL deionized water was hydrogenated at 50 psi for 72 h. The reaction was then filtered through celite and the celite washed with water. The majority of the acetic acid was removed in vacuo and the pH adjusted to 10 with 10percent sodium hydroxide solution. After extracting three times with ethyl ether, the combined organics were dried over anhydrous sodium sulfate. The ether was then removed by fractional distillation at ambient pressure, followed by fractional distillation at 1 mm Hg to yield 11.0 g (74percent) of (-)-amphetamine at 99percent purity by Gas Chromatography. Step 4-(R, R')-Amphetaminil Sulfate and (R,S')-Amphetaminil Sulfate A

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Synthesize Find similar Rx-ID: 9200911 Find similar reactions

With Candida antarctica lipase B

T=28°C; 7 h;

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Gonzalez-Sabin, Javier; Gotor, Vicente; Rebolledo, Francisca

Tetrahedron Asymmetry, 2002 , vol. 13, # 12 p. 1315 - 1320 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 22871538 Find similar reactions

With hydrogenchloride in water

Yamakawa Chemical Industry Co., Ltd.

Patent: US6342636 B1, 2002 ; Location in patent: Example 13 ;

Title/Abstract Full Text Show Details

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Rx-ID: 8825466 Find similar reactions

With Candida antarctica (Novozym 435) in diethyl ether

T=21°C; 48 h; Enzymatic reaction; Title compound not separated from byproducts;

Davis; Durden

Synthetic Communications, 2001 , vol. 31, # 4 p. 569 - 578 Title/Abstract Full Text View citing articles Show Details

With Candida antarctica (Novozym 435)

T=21°C; 240 h; Enzymatic reaction; Title compound not separated from byproducts;

Davis; Durden

Synthetic Communications, 2001 , vol. 31, # 4 p. 569 - 578 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar Rx-ID: 3109208 Find similar reactions

Harsche; Oelschlaeger; Engel

Archiv der Pharmazie, 1992 , vol. 325, # 9 p. 593 - 595 Title/Abstract Full Text View citing articles Show Details

enantioselective biotransformation on rats; determined in 24 h urine;

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Rx-ID: 3606972 Find similar reactions

With sodium hydroxide

Smith, Roger A.; White, Robert L.; Krantz, Allen

Journal of Medicinal Chemistry, 1988 , vol. 31, # 8 p. 1558 - 1566 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 3265329 Find similar reactions

With hydrogen; nickel in methanol

T=60°C; P=19393 Torr; Yield given;

Denmark, Scott E.; Weber, Theodor; Piotrowski, David W.

Journal of the American Chemical Society, 1987 , vol. 109, # 7 p. 2224 - 2225 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 19486818 Find similar reactions

Multi-step reaction with 2 steps 1: 1.) CeCl3*7H2O / 1.) THF, 20 deg C, 2 h, 2.) THF, -78 deg C, 2 h, 3.) THF, 20 deg C, 12 h 2: H2 / Raney nickel / methanol / 60 °C / 19393 Torr View Scheme

Denmark, Scott E.; Weber, Theodor; Piotrowski, David W.

Journal of the American Chemical Society, 1987 , vol. 109, # 7 p. 2224 - 2225 Title/Abstract Full Text View citing articles Show Details

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With iron; iron(II) sulfate in acetic acid

Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Sakai, Kunikazu; Nakazawa, Akiko; Kondo, Kiyoshi; Ohta, Hiromichi

Agricultural and Biological Chemistry, 1985 , vol. 49, # 8 p. 2331 - 2336 Title/Abstract Full Text Show Details

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With iron; iron(II) sulfate in acetic acid

Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Sakai, Kunikazu; Nakazawa, Akiko; Kondo, Kiyoshi; Ohta, Hiromichi

Agricultural and Biological Chemistry, 1985 , vol. 49, # 8 p. 2331 - 2336 Title/Abstract Full Text Show Details

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With lithium aluminium tetrahydride; 3-O-cyclohexylmethyl-1,2-O-cyclohexylidene-α-D-glucofuranose in diethyl ether

2.5 h; HeatingLiAlH4 concentration effect on enantiomeric excess; asymmetric reduction of ketones and isoelectronic ketone oximes with LiAlH4-3-O-cyclohexylmethyl-1,2-Ocyclohexylidene-α-D-glucofuranose complex; Product distribution;

Landor, Stephen R.; Chan, Yuet M.; Sonola, Olutunji O.; Tatchell, Austin R.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 3 p. 493 - 496 Title/Abstract Full Text View citing articles Show Details

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With sulfuric acid in water

2 h; Ambient temperature; Yield given;

Ikota; Achiwa; Yamada