N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester trifluoroacetic acid salt

Base Information

• Chemical Name: N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester trifluoroacetic acid salt
• CAS No.: 47794-30-9
• Molecular Formula: C₂₇H₃₆N₄O₆
• Molecular Weight: 512.606

Synonyms:N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester trifluoroacetic acid salt

Chemical Property of N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester trifluoroacetic acid salt

Chemical Property:

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Technology Process of N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester trifluoroacetic acid salt

There total 2 articles about N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester trifluoroacetic acid salt 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:

Boc-Lys(Z)-OH (2389-45-9) → N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester trifluoroacetic acid salt (47794-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / Et₃N; EDCI; HOBt / CH₂Cl₂ / 15 h / 0 - 20 °C

2: CF₃CO₂H / 15 h / cooling

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo035583k

Reference yield:

N-ε-benzyloxycarbonyl-N-α-tert-butoxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester (18814-54-5) → N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester trifluoroacetic acid salt (47794-30-9)

Guidance literature:

With trifluoroacetic acid; for 15h; cooling;

DOI:10.1021/jo035583k

Reference yield: 48.0%

N-tert-butoxycarbonyl-L-alanyl-D-glutamic acid α-benzyl-γ-p-nitrophenyl ester (678159-24-5) + N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester trifluoroacetic acid salt (47794-30-9) → N-tert-butoxycarbonyl-L-alanyl-D-glutaminyl-(α-benzyl)-γ-N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester (50515-47-4)

Guidance literature:

With benzotriazol-1-ol; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1021/jo035583k

upstream raw materials:

N-ε-benzyloxycarbonyl-N-α-tert-butoxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester

Boc-Lys(Z)-OH

Downstream raw materials:

N-tert-butoxycarbonyl-L-alanyl-D-glutaminyl-(α-benzyl)-γ-N-ε-benzyloxycarbonyl-L-lysinyl-D-alanyl-D-alanine benzyl ester

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