N^α-tert-butoxycarbonylvalyl-N^ε-benzyloxycarbonyllysylvalyltyrosylproline benzyl ester

Base Information

• Chemical Name: N^α-tert-butoxycarbonylvalyl-N^ε-benzyloxycarbonyllysylvalyltyrosylproline benzyl ester
• CAS No.: 78819-69-9
• Molecular Formula: C₅₀H₆₈N₆O₁₁
• Molecular Weight: 929.124

Synonyms:N^α-tert-butoxycarbonylvalyl-N^ε-benzyloxycarbonyllysylvalyltyrosylproline benzyl ester

Chemical Property of N^α-tert-butoxycarbonylvalyl-N^ε-benzyloxycarbonyllysylvalyltyrosylproline benzyl ester

Chemical Property:

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Technology Process of N^α-tert-butoxycarbonylvalyl-N^ε-benzyloxycarbonyllysylvalyltyrosylproline benzyl ester

There total 5 articles about N^α-tert-butoxycarbonylvalyl-N^ε-benzyloxycarbonyllysylvalyltyrosylproline benzyl 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: 75.0%

tert-butoxycarbonylvalyl-Nε-benzyloxycarbonyllysine (68455-55-0) + valyltyrosylproline benzyl ester (78819-67-7) → Nα-tert-butoxycarbonylvalyl-Nε-benzyloxycarbonyllysylvalyltyrosylproline benzyl ester (78819-69-9)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane; at -10 - -3 ℃; for 120h;

DOI:10.1007/BF00579967

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → Nα-tert-butoxycarbonylvalyl-Nε-benzyloxycarbonyllysylvalyltyrosylproline benzyl ester (78819-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / triethylamine, 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 42 h / 17 - 20 °C

2: 1.) trifluoroacetic acid, 2.) aq. NH₄OH / 1.) 15 - 17 deg C, 80 min, 2.) CH₂Cl₂

3: 75 percent / 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 120 h / -10 - -3 °C

With ammonium hydroxide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1007/BF00579967

Reference yield:

Nα-tert-butoxycarbonylvalyltyrosine (77456-95-2) → Nα-tert-butoxycarbonylvalyl-Nε-benzyloxycarbonyllysylvalyltyrosylproline benzyl ester (78819-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / triethylamine, 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 42 h / 17 - 20 °C

2: 1.) trifluoroacetic acid, 2.) aq. NH₄OH / 1.) 15 - 17 deg C, 80 min, 2.) CH₂Cl₂

3: 75 percent / 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 120 h / -10 - -3 °C

With ammonium hydroxide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1007/BF00579967

upstream raw materials:

tert-butoxycarbonylvalyl-N^ε-benzyloxycarbonyllysine

valyltyrosylproline benzyl ester

N^α-tert-butoxycarbonylvalyltyrosine

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

Downstream raw materials:

HValLys(Z)ValTyrProOBzl

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