N^α-benzyloxycarbonylphenylalanylglycylglycine ethyl ester

Base Information

• Chemical Name: N^α-benzyloxycarbonylphenylalanylglycylglycine ethyl ester
• CAS No.: 4526-84-5
• Molecular Formula: C₂₃H₂₇N₃O₆
• Molecular Weight: 441.484
• Mol file: 4526-84-5.mol

Synonyms:N^α-benzyloxycarbonylphenylalanylglycylglycine ethyl ester

Chemical Property of N^α-benzyloxycarbonylphenylalanylglycylglycine ethyl ester

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N^α-benzyloxycarbonylphenylalanylglycylglycine ethyl ester

There total 6 articles about N^α-benzyloxycarbonylphenylalanylglycylglycine 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: 87.0%

quinolin-8-yl ester of N-benzyloxycarbonyl-L-phenylalanine (2440-94-0) + glycyl glycine ethyl ester hydrochloride (2087-41-4) → Nα-benzyloxycarbonylphenylalanylglycylglycine ethyl ester (4526-84-5)

Guidance literature:

With benzotriazol-1-ol; triethylamine; In N,N-dimethyl-formamide; for 16h;

Reference yield: 82.0%

glycyl glycine ethyl ester hydrochloride (2087-41-4) + 2,2,2-trifluoroethyl ((benzyloxy)carbonyl)-L-phenylalaninate (126028-14-6) → Nα-benzyloxycarbonylphenylalanylglycylglycine ethyl ester (4526-84-5)

Guidance literature:

With MCM-22 immobilized α-chymotrypsin (EC 3.4.21.1); water; triethylamine; In cyclohexane; at 17 - 20 ℃; for 48h;

DOI:10.1055/s-2002-25762

Reference yield: 75.0%

glycylglycine ethyl ester (627-74-7) + 2,2,2-trifluoroethyl ((benzyloxy)carbonyl)-L-phenylalaninate (126028-14-6) → Nα-benzyloxycarbonylphenylalanylglycylglycine ethyl ester (4526-84-5)

Guidance literature:

With water; triethylamine; α-chymotrypsin; In cyclohexane; at 20 ℃; pH=10;

DOI:10.1016/S0040-4039(02)00278-2

upstream raw materials:

N-Cbz-L-Phe

glycyl glycine ethyl ester hydrochloride

quinolin-8-yl ester of N-benzyloxycarbonyl-L-phenylalanine

N-carbobenzoxy-L-phenylalanine methyl ester

Downstream raw materials:

N?[3?(2?furyl)acryloyl]-L-phenylalanylglycylglycine

Refernces

• 1、 Liu, Ping,Ye, Yun-Hua,Tian, Gui-Ling,Lee, Kin-Sing,Wong, Man-Sau,Lo, Wai-Hung. "Synthesis of a precursor of bioactive pentapeptide OGP-(10-14) and the fragment of enkephalin catalyzed by MCM-22 immobilized or free proteases in organic solvents". . p. 726 - 732. Retrieved 2007/10/03.
• 2、 Pozdnev, V. F.. "SYNTHESIS OF N-FURYLACRYLOYL DERIVATIVES OF AMINO ACIDS AND PEPTIDES, CHROMOGENIC SUBSTRATES OF PROTEOLYTIC ENZYMES, USING FURYLACRYLIC ACID ANHYDRIDE". . p. 613 - 617. Retrieved 2007/10/02.