N-(tert-butyloxycarbonyl)-γ,γ-dibenzyl-L-γ-carboxyglutamic acid α-tert-butyl ester

Base Information

• Chemical Name: N-(tert-butyloxycarbonyl)-γ,γ-dibenzyl-L-γ-carboxyglutamic acid α-tert-butyl ester
• CAS No.: 108732-27-0
• Molecular Formula: C₂₉H₃₇NO₈
• Molecular Weight: 527.615
• Mol file: 108732-27-0.mol

Synonyms:N-(tert-butyloxycarbonyl)-γ,γ-dibenzyl-L-γ-carboxyglutamic acid α-tert-butyl ester

Chemical Property of N-(tert-butyloxycarbonyl)-γ,γ-dibenzyl-L-γ-carboxyglutamic acid α-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butyloxycarbonyl)-γ,γ-dibenzyl-L-γ-carboxyglutamic acid α-tert-butyl ester

There total 10 articles about N-(tert-butyloxycarbonyl)-γ,γ-dibenzyl-L-γ-carboxyglutamic acid α-tert-butyl 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: 64.0%

(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-5-oxoproline tert-butyl ester (108732-30-5) + benzyl alcohol (100-51-6,185532-71-2) → N-(tert-butyloxycarbonyl)-γ,γ-dibenzyl-L-γ-carboxyglutamic acid α-tert-butyl ester (108732-27-0)

Guidance literature:

With sodium phenyl-methanolate;

DOI:10.1016/S0040-4039(00)94393-4

Reference yield: 63.0%

(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-5-oxoproline tert-butyl ester (108732-30-5) → N-(tert-butyloxycarbonyl)-γ,γ-dibenzyl-L-γ-carboxyglutamic acid α-tert-butyl ester (108732-27-0) + (2S)-4-benzyloxycarbonyl-5-oxoproline tert-butyl ester (108732-28-1)

Guidance literature:

With TEA; benzyl alcohol; at 105 ℃; for 24h;

Reference yield: 9.0%

(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-5-oxoproline tert-butyl ester (108732-30-5) + benzyl alcohol (100-51-6,185532-71-2) → N-(tert-butyloxycarbonyl)-γ,γ-dibenzyl-L-γ-carboxyglutamic acid α-tert-butyl ester (108732-27-0) + (2S)-4-benzyloxycarbonyl-5-oxoproline tert-butyl ester (108732-28-1)

Guidance literature:

With TEA; at 105 ℃; for 24h;

upstream raw materials:

(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-5-oxoproline tert-butyl ester

benzyl alcohol

N-benzyloxycarbonylimidazole

N-(tert-butoxycarbonyl)-L-prolinol

Downstream raw materials:

γ-carboxy-L-glutamic acid