(S)-3-Benzyloxycarbonylamino-N-[(S)-2-(3-hydroxy-phenyl)-1-methoxycarbonyl-ethyl]-succinamic acid benzyl ester

Base Information

• Chemical Name: (S)-3-Benzyloxycarbonylamino-N-[(S)-2-(3-hydroxy-phenyl)-1-methoxycarbonyl-ethyl]-succinamic acid benzyl ester
• CAS No.: 1031845-64-3
• Molecular Formula: C₂₉H₃₀N₂O₈
• Molecular Weight: 534.566
• Mol file: 1031845-64-3.mol

Synonyms:(S)-3-Benzyloxycarbonylamino-N-[(S)-2-(3-hydroxy-phenyl)-1-methoxycarbonyl-ethyl]-succinamic acid benzyl ester

Chemical Property of (S)-3-Benzyloxycarbonylamino-N-[(S)-2-(3-hydroxy-phenyl)-1-methoxycarbonyl-ethyl]-succinamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-Benzyloxycarbonylamino-N-[(S)-2-(3-hydroxy-phenyl)-1-methoxycarbonyl-ethyl]-succinamic acid benzyl ester

There total 2 articles about (S)-3-Benzyloxycarbonylamino-N-[(S)-2-(3-hydroxy-phenyl)-1-methoxycarbonyl-ethyl]-succinamic 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:

Z-Asp(OBzl)-OH (3479-47-8) + methyl (2S)-2-amino-3-(3-hydroxyphenyl)propanoate hydrochloride (34260-70-3,34260-72-5,72683-79-5) → (S)-3-Benzyloxycarbonylamino-N-[(S)-2-(3-hydroxy-phenyl)-1-methoxycarbonyl-ethyl]-succinamic acid benzyl ester (1031845-64-3)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; at 0 - 20 ℃; for 14h;

DOI:10.1021/jm00178a013

Reference yield:

N-formyl-L-m-hydroxyphenylalanine (72683-77-3) → (S)-3-Benzyloxycarbonylamino-N-[(S)-2-(3-hydroxy-phenyl)-1-methoxycarbonyl-ethyl]-succinamic acid benzyl ester (1031845-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. HCl, 2.) HCl / 1.) 100 deg C, 4 h

2: Et₃N, DCC, 1-hydroxybenzotriazole / CHCl₃; tetrahydrofuran / 14 h / 0 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform;

DOI:10.1021/jm00178a013

Reference yield:

(S)-3-Benzyloxycarbonylamino-N-[(S)-2-(3-hydroxy-phenyl)-1-methoxycarbonyl-ethyl]-succinamic acid benzyl ester (1031845-64-3) → L-aspartyl-L-m-hydroxyphenylalanine methyl ester (72683-64-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 12h; under 760 Torr; Yield given; Ambient temperature;

DOI:10.1021/jm00178a013

upstream raw materials:

Z-Asp(OBzl)-OH

methyl (2S)-2-amino-3-(3-hydroxyphenyl)propanoate hydrochloride

N-formyl-L-m-hydroxyphenylalanine

Downstream raw materials:

L-aspartyl-L-m-hydroxyphenylalanine methyl ester