ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

Base Information

• Chemical Name: ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate
• CAS No.: 153080-92-3
• Molecular Formula: C₁₉H₂₅NO₅
• Molecular Weight: 347.411
• Mol file: 153080-92-3.mol

Synonyms:ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

Chemical Property of ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

There total 7 articles about ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate 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: 77.0%

Ethyl (2S,E)-1-(tert-butoxycarbonyl)-4-(phenylmethylidene)pyroglutamate → ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate (153080-92-3)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 4h; Ambient temperature;

DOI:10.1021/jo00114a054

Reference yield: 77.0%

(S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (171038-44-1) → ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate (153080-92-3)

Guidance literature:

With hydrogen; platinum(IV) oxide;

DOI:10.1016/0040-4039(95)01165-E

Reference yield: 20.0%

ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate (153080-85-4) → ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate (153080-92-3)

Guidance literature:

With potassium cyanide; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1016/S0040-4020(01)96272-6

upstream raw materials:

ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

(S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

benzyl bromide

(S)-ethyl N-tert-butoxycarbonylpyroglutamate

Downstream raw materials:

(2S,4R)-2-amino-4-benzyl pentanedioic acid

Ethyl (2S,4S,5R)-4-benzyl-5-butylprolinate

(2S,4S)-2-Amino-4-benzyl-pentanedioic acid

ethyl (2S,4S)-N-BOC-4-benzylprolinate