(2R,3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid ethyl ester

Base Information

• Chemical Name: (2R,3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid ethyl ester
• CAS No.: 164515-05-3
• Molecular Formula: C₂₆H₃₆N₂O₆
• Molecular Weight: 472.582
• Mol file: 164515-05-3.mol

Synonyms:(2R,3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid ethyl ester

Chemical Property of (2R,3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid ethyl ester

There total 6 articles about (2R,3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid ethyl 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: 88.0%

4-methoxy-benzylamine (2393-23-9) + (2S/R,3R/S,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,3-epoxy-5-phenylpentanoic acid ethyl ester → (2R,3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid ethyl ester (164515-05-3)

Guidance literature:

In ethanol; at 70 ℃; for 12h;

DOI:10.1021/jm9508696

Reference yield:

ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate (124818-94-6,116246-06-1) → (2R,3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid ethyl ester (164515-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: MCPBA / CH₂Cl₂ / 20 °C

2: ethanol / 70 °C

With 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane;

DOI:10.1016/S0960-894X(02)00178-6

Reference yield:

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol (66605-57-0) → (2R,3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid ethyl ester (164515-05-3)

Guidance literature:

Multi-step reaction with 4 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -55 - 20 °C

2: toluene / 80 °C

3: MCPBA / CH₂Cl₂ / 20 °C

4: ethanol / 70 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; toluene;

DOI:10.1016/S0960-894X(02)00178-6

upstream raw materials:

4-methoxy-benzylamine

ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate

Boc-L-phenylalaninal

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

Downstream raw materials:

(2R,3S,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2-<(4-methoxybenzyl)amino>-5-phenylpentanoic acid

(2R,3R,4S)-4-tert-Butoxycarbonylamino-2-[(2-chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

(5S,7S)-7-Benzyl-6-chloro-4-(4-methoxy-benzyl)-3-oxo-[1,4]diazepane-5-carboxylic acid ethyl ester

6(S)-benzyl-5(R)-t-butyl-dimethylsilyloxy-3-(4-methoxybenzyl)-2-oxo-hexahydropyrimidine-4(R)-carboxylic acid ethyl ester