pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate

Base Information

• Chemical Name: pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate
• CAS No.: 25529-35-5
• Molecular Formula: C₂₃H₂₂F₅NO₆
• Molecular Weight: 503.423
• Mol file: 25529-35-5.mol

Synonyms:pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate

Chemical Property of pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate

There total 1 articles about pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate 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: 90.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + 5-tert-butyl N-benzyloxycarbonyl-L-glutamate (3886-08-6) → pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate (25529-35-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In diethyl ether; for 2h; Heating;

DOI:10.1080/00304940709458583

Reference yield: 95.0%

1,4,8,11-Tetraazacyclotetradecane (295-37-4) + pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate (25529-35-5) → 4-benzyloxycarbonylamino-5-oxo-5-[4,8,11-tris-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyryl)-1,4,8,11tetraaza-cyclotetradec-1-yl]-pentanoic acid tert-butyl ester

Guidance literature:

With triethylamine; In diethyl ether; for 96h; Heating;

DOI:10.1080/00304940709458583

Reference yield:

pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate (25529-35-5) → N-benzyloxycarbonyl-L-valyl-γ-tert-butyl-L-glutamyl-L-alanine methyl ester (13409-17-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) ammonia / 1.) ether, 2.) tetrahydrofuran, 20 deg C, 2 h

2: H₂ / palladium black / ethyl acetate / 6 h / 20 °C

3: ethyl acetate / 3 h

With ammonia; hydrogen; palladium; In ethyl acetate;

upstream raw materials:

2,3,4,5,6-pentafluorophenol

5-tert-butyl N-benzyloxycarbonyl-L-glutamate

Downstream raw materials:

N-benzyloxycarbonyl-γ-tert-butyl-L-glutamyl-L-alanine methyl ester

N-benzyloxycarbonyl-L-valyl-γ-tert-butyl-L-glutamyl-L-alanine methyl ester

N-benzyloxycarbonyl-L-leucyl-L-valyl-γ-tert-butyl-L-glutamyl-L-alanine methyl ester