4-(6-benzyloxycarbonylamino-hexanoylamino)-4-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethyl]-heptanedioic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester

Base Information

• Chemical Name: 4-(6-benzyloxycarbonylamino-hexanoylamino)-4-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethyl]-heptanedioic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester
• CAS No.: 880359-80-8
• Molecular Formula: C₃₆H₄₃N₅O₁₅
• Molecular Weight: 785.762
• Mol file: 880359-80-8.mol

Synonyms:4-(6-benzyloxycarbonylamino-hexanoylamino)-4-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethyl]-heptanedioic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester

Chemical Property of 4-(6-benzyloxycarbonylamino-hexanoylamino)-4-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethyl]-heptanedioic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(6-benzyloxycarbonylamino-hexanoylamino)-4-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethyl]-heptanedioic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester

There total 4 articles about 4-(6-benzyloxycarbonylamino-hexanoylamino)-4-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethyl]-heptanedioic acid bis-(2,5-dioxo-pyrrolidin-1-yl) 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: 62.0%

4-(6-benzyloxycarbonylamino-hexanoylamino)-4-(2-carboxy-ethyl)-heptanedioic acid (880359-79-5) + 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) → 4-(6-benzyloxycarbonylamino-hexanoylamino)-4-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethyl]-heptanedioic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester (880359-80-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 14h;

DOI:10.1016/j.bmcl.2005.11.062

Reference yield:

4-(6-benzyloxycarbonylamino-hexanoylamino)-4-(2-tert-butoxycarbonyl-ethyl)-heptanedioic acid di-tert-butyl ester (880359-78-4) → 4-(6-benzyloxycarbonylamino-hexanoylamino)-4-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethyl]-heptanedioic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester (880359-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / TFA / CH₂Cl₂ / 2 h

2: 62 percent / EDAC / dimethylformamide / 14 h

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.11.062

Reference yield:

6-benzyloxycarbonylaminocapronoyl chloride (4644-75-1) → 4-(6-benzyloxycarbonylamino-hexanoylamino)-4-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethyl]-heptanedioic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester (880359-80-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 1 h

2: 88 percent / TFA / CH₂Cl₂ / 2 h

3: 62 percent / EDAC / dimethylformamide / 14 h

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.11.062

upstream raw materials:

4-(6-benzyloxycarbonylamino-hexanoylamino)-4-(2-carboxy-ethyl)-heptanedioic acid

1-hydroxy-pyrrolidine-2,5-dione

4-(6-benzyloxycarbonylamino-hexanoylamino)-4-(2-tert-butoxycarbonyl-ethyl)-heptanedioic acid di-tert-butyl ester

6-benzyloxycarbonylaminocapronoyl chloride

Downstream raw materials:

C₆₆H₁₀₃B₃N₈O₁₈

Refernces