3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester

Base Information

• Chemical Name: 3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester
• CAS No.: 211618-75-6
• Molecular Formula: C₂₅H₂₅NO₄
• Molecular Weight: 403.478
• Mol file: 211618-75-6.mol

Synonyms:3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester

Chemical Property of 3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester

There total 4 articles about 3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric 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: 63.0%

(S)-3-[(benzyloxycarbonyl)amino]-1-diazo-4-phenyl-2-butanone (15196-02-8) + benzyl alcohol (100-51-6,185532-71-2) → 3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester (211618-75-6)

Guidance literature:

With silver benzoate; triethylamine; for 0.5h; Ambient temperature;

DOI:10.1021/jm980131z

Reference yield:

N-Cbz-L-Phe (1161-13-3) → 3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester (211618-75-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / 13 °C / 1.) -10 deg C, 20 min, 2.) RT, 30 min

2: diethyl ether / 0.17 h / Ambient temperature

3: 63 percent / silver benzoate, Et₃N / 0.5 h / Ambient temperature

With silver benzoate; triethylamine; In diethyl ether;

DOI:10.1021/jm980131z

Reference yield:

Z-Phe-O-COO-isoBu (41518-17-6) → 3(S)-{{(benzyloxy)carbonyl}amino}-4-phenylbutyric acid benzyl ester (211618-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 0.17 h / Ambient temperature

2: 63 percent / silver benzoate, Et₃N / 0.5 h / Ambient temperature

With silver benzoate; triethylamine; In diethyl ether;

DOI:10.1021/jm980131z

upstream raw materials:

(S)-3-[(benzyloxycarbonyl)amino]-1-diazo-4-phenyl-2-butanone

benzyl alcohol

N-Cbz-L-Phe

Z-Phe-O-COO-isoBu

Downstream raw materials:

(2S,3R)-2-Benzyl-3-methyl-4-oxo-azetidine-1-carboxylic acid (pyridin-4-ylmethyl)-amide

(2S,3S)-2-Benzyl-3-methyl-4-oxo-azetidine-1-carboxylic acid (pyridin-4-ylmethyl)-amide

(3R,4S)-4-Benzyl-1-(tert-butyl-dimethyl-silanyl)-3-methyl-azetidin-2-one

(3S,4S)-4-Benzyl-1-(tert-butyl-dimethyl-silanyl)-3-methyl-azetidin-2-one

Refernces

• 1、 Yoakim, Christiane,Ogilvie, William W.,Cameron, Dale R.,Chabot, Catherine,Guse, Ingrid,Haché, Bruno,Naud, Julie,O'Meara, Jeff A.,Plante, Raymond,Déziel, Robert. "β-lactam derivatives as inhibitors of human cytomegalovirus protease". . p. 2882 - 2891. Retrieved 2007/10/03.