tert-butyl (S)-(1-(benzyl(methyl)amino)-1-oxo-3-(4-(trifluoromethyl)phenyl)propan-2-yl)carbamate

Base Information

• Chemical Name: tert-butyl (S)-(1-(benzyl(methyl)amino)-1-oxo-3-(4-(trifluoromethyl)phenyl)propan-2-yl)carbamate
• CAS No.: 142995-32-2
• Molecular Formula: C₂₃H₂₇F₃N₂O₃
• Molecular Weight: 436.474

Synonyms:tert-butyl (S)-(1-(benzyl(methyl)amino)-1-oxo-3-(4-(trifluoromethyl)phenyl)propan-2-yl)carbamate

Chemical Property of tert-butyl (S)-(1-(benzyl(methyl)amino)-1-oxo-3-(4-(trifluoromethyl)phenyl)propan-2-yl)carbamate

Chemical Property:

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Technology Process of tert-butyl (S)-(1-(benzyl(methyl)amino)-1-oxo-3-(4-(trifluoromethyl)phenyl)propan-2-yl)carbamate

There total 3 articles about tert-butyl (S)-(1-(benzyl(methyl)amino)-1-oxo-3-(4-(trifluoromethyl)phenyl)propan-2-yl)carbamate 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: 85.0%

N-tert-butoxycarbonyl-L-4-trifluoromethylphenylalanine (82317-83-7,114873-07-3) + benzyl-methyl-amine (103-67-3) → tert-butyl (S)-(1-(benzyl(methyl)amino)-1-oxo-3-(4-(trifluoromethyl)phenyl)propan-2-yl)carbamate (142995-32-2)

Guidance literature:

With N-ethylmorpholine;; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/acscombsci.9b00197

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (S)-(1-(benzyl(methyl)amino)-1-oxo-3-(4-(trifluoromethyl)phenyl)propan-2-yl)carbamate (142995-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / acetone; H₂O

2: 78.2 percent / HOBT, WSCD*HCl / CH₂Cl₂ / Ambient temperature

With WSCD*HCl; benzotriazol-1-ol; triethylamine; In dichloromethane; water; acetone;

DOI:10.1021/jm00039a022

Reference yield:

(S)-4-trifluoromethylphenylalanine (3832-75-5,14091-16-8,114872-99-0,114926-38-4) → tert-butyl (S)-(1-(benzyl(methyl)amino)-1-oxo-3-(4-(trifluoromethyl)phenyl)propan-2-yl)carbamate (142995-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / acetone; H₂O

2: 78.2 percent / HOBT, WSCD*HCl / CH₂Cl₂ / Ambient temperature

With WSCD*HCl; benzotriazol-1-ol; triethylamine; In dichloromethane; water; acetone;

DOI:10.1021/jm00039a022

upstream raw materials:

N-tert-butoxycarbonyl-L-4-trifluoromethylphenylalanine

benzyl-methyl-amine

di-tert-butyl dicarbonate

(S)-4-trifluoromethylphenylalanine

Downstream raw materials:

(2S,4R)-2-[(S)-1-(Benzyl-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethylcarbamoyl]-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

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