2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide

Base Information

Chemical Name:2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide
CAS No.:161448-28-8
Molecular Formula:C₃₄H₃₉N₃O₃S
Molecular Weight:569.768
Hs Code.:

Synonyms:2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide

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Chemical Property of 2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide

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Technology Process of 2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide

There total 3 articles about 2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 48.0%

: 159142-10-6
(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-<(tert-butoxycarbonyl)amino>-3-(2-naphthyl)propanamide

: 161448-28-8
2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1021/jm950576c

Reference yield:

: 91-60-1
2-Naphthalenethiol

: 161448-28-8
2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) THF, RT, 10 min, 2.) THF, RT, 2 h

2: 66 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / dimethylformamide; tetrahydrofuran / a) 0 deg C, 2 h, b) RT, overnight

3: 48 percent / CF₃COOH / CH₂Cl₂ / 3 h / Ambient temperature

With sodium hydride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm950576c

Reference yield:

: 159142-08-2
(S)-2-<(tert-butoxycarbonyl)amino>-3-(2-naphthylthio)propionic acid

: 161448-28-8
2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / dimethylformamide; tetrahydrofuran / a) 0 deg C, 2 h, b) RT, overnight

2: 48 percent / CF₃COOH / CH₂Cl₂ / 3 h / Ambient temperature

With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm950576c