N,N-dibenzyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

Base Information

Chemical Name:N,N-dibenzyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester
CAS No.:107941-87-7
Molecular Formula:C₄₇H₅₉N₅O₇
Molecular Weight:806.015
Hs Code.:

Synonyms:N,N-dibenzyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

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Chemical Property of N,N-dibenzyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

Chemical Property:

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Technology Process of N,N-dibenzyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

There total 11 articles about N,N-dibenzyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl 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: 78.8%

: 100-39-0
benzyl bromide

: 107941-86-6
O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

: 107941-87-7
N,N-dibenzyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 25 ℃;
DOI:10.1021/jm00390a005

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 107941-87-7
N,N-dibenzyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, 2.) THF, DMF

2: ammonium formate / 10percent Pd/C / methanol

3: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, 2.) THF, DMF

4: 91.9 percent / ammonium formate, H₂ / 10percent Pd/C / methanol / 0.67 h

5: 78.8 percent / N,N-diisopropylethylamine / acetonitrile / 25 °C

With 4-methyl-morpholine; hydrogen; ammonium formate; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1021/jm00390a005

Reference yield:

: 5545-54-0
N-(benzyloxycarbonyl)-O-(1,1-dimethylethyl)-L-tyrosine

: 107941-87-7
N,N-dibenzyl-O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, 2.) THF, DMF

2: 80.7 percent / 0.25 N NaOH / tetrahydrofuran

3: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) THF, 2.) THF, DMF

4: 91.9 percent / ammonium formate, H₂ / 10percent Pd/C / methanol / 0.67 h

5: 78.8 percent / N,N-diisopropylethylamine / acetonitrile / 25 °C

With 4-methyl-morpholine; sodium hydroxide; hydrogen; ammonium formate; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jm00390a005