benzyloxycarbonyl-S-benzylcysteinyl-tyrosine ethyl ester

Base Information

• Chemical Name: benzyloxycarbonyl-S-benzylcysteinyl-tyrosine ethyl ester
• CAS No.: 16152-80-0
• Molecular Formula: C₂₉H₃₂N₂O₆S
• Molecular Weight: 536.649

Synonyms:benzyloxycarbonyl-S-benzylcysteinyl-tyrosine ethyl ester

Chemical Property of benzyloxycarbonyl-S-benzylcysteinyl-tyrosine ethyl ester

Chemical Property:

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Technology Process of benzyloxycarbonyl-S-benzylcysteinyl-tyrosine ethyl ester

There total 5 articles about benzyloxycarbonyl-S-benzylcysteinyl-tyrosine 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: 50.0%

benzyloxycarbonyl-S-benzylcysteine (3257-18-9) + L-tyrosine ethyl ester monohydrochloride (4089-07-0) → benzyloxycarbonyl-S-benzylcysteinyl-tyrosine ethyl ester (16152-80-0)

Guidance literature:

With papain; In ethanol; at 38 ℃; for 24h; ethylenediaminetetraacetic acid, cysteine hydrochloride, pH 4.8;

DOI:10.1135/cccc19852775

Reference yield:

S-benzyl-N-carbobenzoxy-L-cysteine p-nitrophenyl ester (3401-37-4) + L-tyrosine ethyl ester monohydrochloride (4089-07-0) → benzyloxycarbonyl-S-benzylcysteinyl-tyrosine ethyl ester (16152-80-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1246/bcsj.40.204

Reference yield:

benzyloxycarbonyl-S-benzylcysteine (3257-18-9) → benzyloxycarbonyl-S-benzylcysteinyl-tyrosine ethyl ester (16152-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine

2: acetic acid; THF

With tetrahydrofuran; acetic acid; triethylamine;

DOI:10.1002/hlca.19550380624

upstream raw materials:

S-benzyl-N-carbobenzoxy-L-cysteine p-nitrophenyl ester

L-tyrosine ethyl ester

S-benzyl-N-benzyloxycarbonyl-L-cysteine cyanomethyl ester

benzyloxycarbonyl-S-benzylcysteine

Downstream raw materials:

S-benzyl-N-[(benzyloxy)carbonyl]cysteinyltyrosine

S-benzyl-N-benzyloxycarbonyl-cysteinyl=>tyrosyl=>isoleucine methyl ester

(S)-2-((R)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid isopropyl ester

{(R)-2-Benzylsulfanyl-1-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-ethyl}-carbamic acid benzyl ester

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