(S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-hex-5-enoic acid benzyl ester

Base Information

• Chemical Name: (S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-hex-5-enoic acid benzyl ester
• CAS No.: 148696-50-8
• Molecular Formula: C₃₀H₃₂N₂O₅
• Molecular Weight: 500.594
• Mol file: 148696-50-8.mol

Synonyms:(S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-hex-5-enoic acid benzyl ester

Chemical Property of (S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-hex-5-enoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-hex-5-enoic acid benzyl ester

There total 3 articles about (S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-hex-5-enoic 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: 64.0%

N-Cbz-L-Phe (1161-13-3) + phenylmethyl (S)-2-amino-5-hexenoate (141362-49-4) → (S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-hex-5-enoic acid benzyl ester (148696-50-8)

Guidance literature:

With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/0040-4039(93)85036-V

Reference yield:

(2S)-2-amino-5-hexenoic acid (90989-12-1) → (S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-hex-5-enoic acid benzyl ester (148696-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / p-toluenesulfonic acid / benzene / Heating

2: 64 percent / i-BuOCOCl, Et₃N / tetrahydrofuran / 0 °C

With toluene-4-sulfonic acid; triethylamine; isobutyl chloroformate; In tetrahydrofuran; benzene;

DOI:10.1016/0040-4039(93)85036-V

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → (S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-hex-5-enoic acid benzyl ester (148696-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / p-toluenesulfonic acid / benzene / Heating

2: 64 percent / i-BuOCOCl, Et₃N / tetrahydrofuran / 0 °C

With toluene-4-sulfonic acid; triethylamine; isobutyl chloroformate; In tetrahydrofuran; benzene;

DOI:10.1016/0040-4039(93)85036-V

upstream raw materials:

N-Cbz-L-Phe

phenylmethyl (S)-2-amino-5-hexenoate

(2S)-2-amino-5-hexenoic acid

benzyl alcohol

Downstream raw materials:

(2S,5S,7aR)-2-Benzyl-3-oxo-hexahydro-pyrrolo[1,2-a]imidazole-1,5-dicarboxylic acid dibenzyl ester

(2S,5S,7aR)-2-Benzyl-5-isobutylcarbamoyl-3-oxo-hexahydro-pyrrolo[1,2-a]imidazole-1-carboxylic acid benzyl ester

(2S,5S,7aR)-2-Benzyl-3-oxo-hexahydro-pyrrolo[1,2-a]imidazole-1,5-dicarboxylic acid 1-benzyl ester

(S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-5-oxo-pentanoic acid benzyl ester