N^α-tert-butoxycarbonylvalyltyrosylproline benzyl ester

Base Information

• Chemical Name: N^α-tert-butoxycarbonylvalyltyrosylproline benzyl ester
• CAS No.: 78819-64-4
• Molecular Formula: C₃₁H₄₁N₃O₇
• Molecular Weight: 567.682
• Mol file: 78819-64-4.mol

Synonyms:N^α-tert-butoxycarbonylvalyltyrosylproline benzyl ester

Chemical Property of N^α-tert-butoxycarbonylvalyltyrosylproline benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-tert-butoxycarbonylvalyltyrosylproline benzyl ester

There total 2 articles about N^α-tert-butoxycarbonylvalyltyrosylproline 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: 40.0%

Nα-tert-butoxycarbonylvalyltyrosine (77456-95-2) + benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → Nα-tert-butoxycarbonylvalyltyrosylproline benzyl ester (78819-64-4)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In dichloromethane; at 17 - 20 ℃; for 42h;

DOI:10.1007/BF00579967

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) + Nα-tert-butoxycarbonylvalyltyrosine hydrazide (70935-39-6) → Nα-tert-butoxycarbonylvalyltyrosylproline benzyl ester (78819-64-4)

Guidance literature:

With hydrogenchloride; triethylamine; sodium nitrite; Yield given. Multistep reaction; 1.) CH₃OH, -5 deg C, 20 min, 2.) CH₂Cl₂, 0 deg C, 64 h, 15 - 17 deg C, 24 h;

DOI:10.1007/BF00579967

Reference yield:

Nα-tert-butoxycarbonylvalyltyrosylproline benzyl ester (78819-64-4) → HValLys(Z)ValTyrProOBzl (78819-70-2)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 1.) trifluoroacetic acid, 2.) triethylamine / 1.) 15 - 17 deg C, 80 min, 2.) ethyl acetate

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

DOI:10.1007/BF00579967

upstream raw materials:

N^α-tert-butoxycarbonylvalyltyrosine

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

N^α-tert-butoxycarbonylvalyltyrosine hydrazide

Downstream raw materials:

valyltyrosylproline benzyl ester

HValLys(Z)ValTyrProOBzl

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