methyl ester of tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^δ-benzyloxycarbonylornithine

Base Information

• Chemical Name: methyl ester of tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^δ-benzyloxycarbonylornithine
• CAS No.: 79627-78-4
• Molecular Formula: C₃₅H₄₉N₅O₁₀
• Molecular Weight: 699.802

Synonyms:methyl ester of tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^δ-benzyloxycarbonylornithine

Chemical Property of methyl ester of tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^δ-benzyloxycarbonylornithine

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Technology Process of methyl ester of tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^δ-benzyloxycarbonylornithine

There total 1 articles about methyl ester of tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^δ-benzyloxycarbonylornithine 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: 87.5%

methyl (2S)-2-amino-5-[[(benzyloxy)carbonyl]amino]pentanoate hydrochloride (5874-75-9) + tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithine (53157-90-7) → methyl ester of tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nδ-benzyloxycarbonylornithine (79627-78-4)

Guidance literature:

With triethylamine; isobutyl chloroformate; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1007/BF00634738

Reference yield: 95.0%

methyl ester of tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nδ-benzyloxycarbonylornithine (79627-78-4) → tert-butyloxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nδ-benzyloxycarbonylornithine (79627-80-8)

Guidance literature:

With sodium hydroxide; In acetone; for 3.5h; Ambient temperature;

DOI:10.1007/BF00634738

Reference yield:

methyl ester of tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nδ-benzyloxycarbonylornithine (79627-78-4) → 2,4,5-trichlorophenyl ester of tert-butoxycarbonylalanyl-Nδ-benzyloxycarbonylornithyl-Nδ-benzyloxycarbonylornithine (79627-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 1N aq. caustic soda / acetone / 3.5 h / Ambient temperature

2: 81 percent / IBCF; triethylamine / tetrahydrofuran / 12 h / Ambient temperature

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

DOI:10.1007/BF00634738

upstream raw materials:

methyl (2S)-2-amino-5-[[(benzyloxy)carbonyl]amino]pentanoate hydrochloride

tert-butoxycarbonylalanyl-N^δ-benzyloxycarbonylornithine

Downstream raw materials:

tert-butyloxycarbonylalanyl-N^δ-benzyloxycarbonylornithyl-N^δ-benzyloxycarbonylornithine

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

2,4,5-trichlorophenyl ester of the trifluoroacetate of alanyl-N^δ-benzyloxycarbonylornithyl-N^δ-benzyloxycarbonylornithine

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