1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate

Base Information

Chemical Name:1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate
CAS No.:1383808-10-3
Molecular Formula:C₂₇H₃₄N₂O₇
Molecular Weight:498.576
Hs Code.:

Synonyms:1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate

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Chemical Property of 1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate

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Technology Process of 1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate

There total 1 articles about 1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate 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: 94.0%

: 132245-78-4
(S)-2-tert-butoxycarbonylaminopentanedioic acid 1-benzyl ester 5-methyl ester

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1383808-10-3
1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate

Guidance literature:: (S)-2-tert-butoxycarbonylaminopentanedioic acid 1-benzyl ester 5-methyl ester; With trifluoroacetic acid; In dichloromethane; at 0 - 26 ℃; for 2h; Inert atmosphere;

N-tert-butoxycarbonyl-L-phenylalanine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 26 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ol301552c

Reference yield: 69.0%

: 1383808-10-3
1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate

: 98-88-4
benzoyl chloride

: 1383808-11-4
1-benzyl 5-methyl N-benzoyl-L-phenylalanyl-L-glutamate

Guidance literature:: 1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate; With trifluoroacetic acid; In dichloromethane; at 0 - 26 ℃; for 2h; Inert atmosphere;

benzoyl chloride; With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 26 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ol301552c

Reference yield:

: 1383808-10-3
1-benzyl 5-methyl N-(tert-butoxycarbonyl)-L-phenylalanyl-L-glutamate

: 1383808-20-5
5-methyl N-benzoyl-L-phenylalanyl-L-glutamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 26 °C / Inert atmosphere

1.2: 16 h / 0 - 26 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2 h / 0 - 26 °C / 760.05 Torr

With palladium 10% on activated carbon; hydrogen; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol301552c