(S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester

Base Information

• Chemical Name: (S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester
• CAS No.: 67815-10-5
• Molecular Formula: C₂₂H₂₁F₃N₂O₇
• Molecular Weight: 482.413
• Mol file: 67815-10-5.mol

Synonyms:(S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester

Chemical Property of (S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester

There total 2 articles about (S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester 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:

benzyl bromide (100-39-0) → (S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester (67815-10-5)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) Et₃N, (ii) /BRN= 385801/, Et₃N

2: (i) 4-methyl-morpholine, tBuCOCl, (ii) /BRN= 6701982/, 4-dimethylaminopyridine

DOI:10.1021/jo00418a033

Reference yield:

N-(Benzyloxycarbonyl)glycine (1138-80-3) + N-(trifluoroacetyl)-L-serine benzyl ester (67815-09-2) → (S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester (67815-10-5)

Guidance literature:

Multistep reaction; (i) 4-methyl-morpholine, tBuCOCl, (ii) /BRN= 6701982/, 4-dimethylaminopyridine;

DOI:10.1021/jo00418a033

Reference yield:

(S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester (67815-10-5) → azaserine (115-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C

2: (i) LiNO₂, ClCH₂CO₂H, (ii) (enzymatic deacetylation)

With hydrogen; palladium on activated charcoal;

DOI:10.1021/jo00418a033

upstream raw materials:

N-(Benzyloxycarbonyl)glycine

N-(trifluoroacetyl)-L-serine benzyl ester

benzyl bromide

Downstream raw materials:

azaserine

Refernces