CARBOBENZYLOXYISOLEUCYLPHENYLALANINE BENZYL ESTER

Base Information

• Chemical Name: CARBOBENZYLOXYISOLEUCYLPHENYLALANINE BENZYL ESTER
• CAS No.: 85310-51-6
• Molecular Formula: C30H34N2O5
• Molecular Weight: 502.60100
• Mol file: 85310-51-6.mol

Synonyms:CARBOBENZYLOXYISOLEUCYLPHENYLALANINE BENZYL ESTER;

Chemical Property of CARBOBENZYLOXYISOLEUCYLPHENYLALANINE BENZYL ESTER

Chemical Property:

• PSA: 93.73000
• LogP: 5.58020

Purity/Quality:

99% ^*data from raw suppliers

CARBOBENZYLOXYISOLEUCYLPHENYLALANINE BENZYL ESTER Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CARBOBENZYLOXYISOLEUCYLPHENYLALANINE BENZYL ESTER

There total 3 articles about CARBOBENZYLOXYISOLEUCYLPHENYLALANINE 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:

N-Cbz-L-Isoleucine (3160-59-6) → N-(benzyloxycarbonyl)isoleucylphenylalanine benzyl ester (85310-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 0.5 h / Ambient temperature

2: triethylamine / acetonitrile / 1 h / Ambient temperature

With triethylamine; In acetonitrile;

DOI:10.1055/s-1983-30215

Reference yield:

L-Phenylalanine benzyl ester (962-39-0) + (2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pentanoic acid 6-nitro-benzotriazol-1-yl ester → N-(benzyloxycarbonyl)isoleucylphenylalanine benzyl ester (85310-51-6)

Guidance literature:

With triethylamine; In acetonitrile; for 1h; Yield given; Ambient temperature;

DOI:10.1055/s-1983-30215

Reference yield:

L-phenylalanine benzyl ester p-toluene-sulfonic acid salt (1738-78-9) + Cbz-Ile-OH*DCHA (253595-73-2,26699-00-3) → N-(benzyloxycarbonyl)isoleucylphenylalanine benzyl ester (85310-51-6)

Guidance literature:

With 4-methyl-morpholine; chloroformic acid ethyl ester; Yield given. Multistep reaction; 1) THF, -5 deg C, 10 min, 2) CHCl₃, 0 deg C, 1 h; r.t., overnight;

DOI:10.1246/bcsj.57.103

upstream raw materials:

L-Phenylalanine benzyl ester

L-phenylalanine benzyl ester p-toluene-sulfonic acid salt

Cbz-Ile-OH*DCHA

N-Cbz-L-Isoleucine

Downstream raw materials:

N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycyl-N^G-nitroarginine benzyl ester

N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester

N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine

N-(benzyloxycarbonyl)valylisoleucylphenylalanine

Refernces

• 1、 Furukawa, M.,Hokama, N.,Okawara, T.. "1-(2-Nitrobenzenesulfonyloxy)-6-nitrobenzotriazole: A New Reagent for Coupling in Peptide Synthesis". . p. 42 - 44. Retrieved 2007/10/02.