Z-L-glutamic acid γ-tert·butyl α-benzyl ester

Base Information

• Chemical Name: Z-L-glutamic acid γ-tert·butyl α-benzyl ester
• CAS No.: 3967-18-8
• Molecular Formula: C24H29NO6
• Molecular Weight: 427.497
• Hs Code.: 2924299090
• Mol file: 3967-18-8.mol

Synonyms:(S)-1-Benzyl 5-tert-butyl 2-(((benzyloxy)carbonyl)amino)pentanedioate;

Chemical Property of Z-L-glutamic acid γ-tert·butyl α-benzyl ester

Chemical Property:

• PSA: 94.42000
• LogP: 4.35110
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(S)-1-Benzyl5-tert-butyl2-(((benzyloxy)carbonyl)amino)pentanedioate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Z-L-glutamic acid γ-tert·butyl α-benzyl ester

There total 4 articles about Z-L-glutamic acid γ-tert·butyl α-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: 90.0%

5-tert-butyl N-benzyloxycarbonyl-L-glutamate (3886-08-6) + benzyl alcohol (100-51-6,185532-71-2) → (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-benzyl ester 5-tert-butyl ester (3967-18-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2012.02.033

Reference yield: 66.0%

tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0) + Cbz-(L)-Glu-OBn (3705-42-8) → (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-benzyl ester 5-tert-butyl ester (3967-18-8)

Guidance literature:

In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(97)10851-6

Reference yield:

Cbz-(L)-Glu-OBn (3705-42-8) + isobutene (115-11-7,15220-85-6) → (S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-benzyl ester 5-tert-butyl ester (3967-18-8)

Guidance literature:

With sulfuric acid;

upstream raw materials:

Cbz-(L)-Glu-OBn

isobutene

tert-Butyl 2,2,2-trichloroacetimidate

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

Downstream raw materials:

L-glutamic acid 5-tert-butyl ester

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

N--L-glutaminsaeure-γ-tert.-butylester

benzyl (S)-2-[N-(benzyloxycarbonyl)amino]-5-[N-(tert-butoxy)-N-(2-nitrophenylsulfonyl)amino]pentanoate