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

Base Information

• Chemical Name: 2-{(2R,3S)-3-[(S)-2-Amino-3-(4-fluoro-phenylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide
• CAS No.: 161448-62-0
• Molecular Formula: C₃₀H₃₆FN₃O₃S
• Molecular Weight: 537.699
• Mol file: 161448-62-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 2-{(2R,3S)-3-[(S)-2-Amino-3-(4-fluoro-phenylsulfanyl)-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: 59.0%

(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-<(tert-butoxycarbonyl)amino>-3-<(p-fluorophenyl)thio>propanamide (161448-61-9) → 2-{(2R,3S)-3-[(S)-2-Amino-3-(4-fluoro-phenylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide (161448-62-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1021/jm950576c

Reference yield:

4-Fluorothiophenol (371-42-6) → 2-{(2R,3S)-3-[(S)-2-Amino-3-(4-fluoro-phenylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide (161448-62-0)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 77 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / dimethylformamide; tetrahydrofuran / a) 0 deg C, 2 h, b) RT, overnight

3: 59 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:

(S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-fluorophenyl)thio>propionic acid (161448-76-6) → 2-{(2R,3S)-3-[(S)-2-Amino-3-(4-fluoro-phenylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide (161448-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / dimethylformamide; tetrahydrofuran / a) 0 deg C, 2 h, b) RT, overnight

2: 59 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

upstream raw materials:

(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-<(tert-butoxycarbonyl)amino>-3-<(p-fluorophenyl)thio>propanamide

4-Fluorothiophenol

(S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-fluorophenyl)thio>propionic acid

Downstream raw materials:

(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-<(methylsulfonyl)amino>-3-<(p-fluorophenyl)thio>propanamide