methyl ester of tert-butyloxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine

Base Information

• Chemical Name: methyl ester of tert-butyloxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine
• CAS No.: 79627-79-5
• Molecular Formula: C₃₆H₅₁N₅O₁₀
• Molecular Weight: 713.828

Synonyms:methyl ester of tert-butyloxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine

Chemical Property of methyl ester of tert-butyloxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine

Chemical Property:

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Technology Process of methyl ester of tert-butyloxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine

There total 1 articles about methyl ester of tert-butyloxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine 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: 79.4%

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) + tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithine (53157-90-7) → methyl ester of tert-butyloxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nε-benzyloxycarbonyllysine (79627-79-5)

Guidance literature:

With triethylamine; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1007/BF00634738

Reference yield: 94.0%

methyl ester of tert-butyloxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nε-benzyloxycarbonyllysine (79627-79-5) → tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nε-benzyloxycarbonyllysine (79627-81-9)

Guidance literature:

With sodium hydroxide; In acetone;

DOI:10.1007/BF00634738

Reference yield:

methyl ester of tert-butyloxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nε-benzyloxycarbonyllysine (79627-79-5) → 2,4,5-trichlorophenyl ester of tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nε-benzyloxycarbonyllysine (79627-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 1N aq. caustic soda / acetone

2: 94 percent / IBCF; triethylamine / tetrahydrofuran

With sodium hydroxide; triethylamine; isobutyl chloroformate; In tetrahydrofuran; acetone;

DOI:10.1007/BF00634738

upstream raw materials:

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride

tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithine

Downstream raw materials:

tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine

2,4,5-trichlorophenyl ester of tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine

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