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

Base Information

• Chemical Name: tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine
• CAS No.: 79627-81-9
• Molecular Formula: C₃₅H₄₉N₅O₁₀
• Molecular Weight: 699.802

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

Chemical Property of tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine

Chemical Property:

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Technology Process of tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^ε-benzyloxycarbonyllysine

There total 3 articles about tert-butoxycarbonylalanyl-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: 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 (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) → tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nε-benzyloxycarbonyllysine (79627-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79.4 percent / IBCF; triethylamin / tetrahydrofuran

2: 94 percent / 1N aq. caustic soda / acetone

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

DOI:10.1007/BF00634738

Reference yield:

tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithine (53157-90-7) → tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nε-benzyloxycarbonyllysine (79627-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79.4 percent / IBCF; triethylamin / tetrahydrofuran

2: 94 percent / 1N aq. caustic soda / acetone

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

DOI:10.1007/BF00634738

upstream raw materials:

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

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

tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithine

Downstream raw materials:

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

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