(S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid

Base Information

• Chemical Name: (S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid
• CAS No.: 30960-05-5
• Molecular Formula: C₁₉H₂₆N₂O₇
• Molecular Weight: 394.425
• Mol file: 30960-05-5.mol

Synonyms:(S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid

Chemical Property of (S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid

There total 3 articles about (S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid 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: 50.0%

glycine tert-butyl ester hydrochloride (27532-96-3) + N-(benzyloxycarbonyl)-L-glutamic acid anhydride (4124-76-9) → N2-((benzyloxy)carbonyl)-N5-(2-(tert-butoxy)-2-oxoethyl)-L-glutamine + (S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid (30960-05-5)

Guidance literature:

With triethylamine; In chloroform; at 20 ℃; for 0.5h;

DOI:10.1016/j.ab.2020.113612

Reference yield:

N-benzyloxycarbonyl-L-glutamic acid (1155-62-0) → N2-((benzyloxy)carbonyl)-N5-(2-(tert-butoxy)-2-oxoethyl)-L-glutamine + (S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid (30960-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride / 0.17 h / 55 °C

2: triethylamine / chloroform / 0.5 h / 20 °C

With acetic anhydride; triethylamine; In chloroform;

DOI:10.1016/j.ab.2020.113612

Reference yield:

Glycine tert-butyl ester (6456-74-2) + N-(benzyloxycarbonyl)-L-glutamic acid, α-phenyl ester (25126-07-2) → (S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid (30960-05-5)

Guidance literature:

upstream raw materials:

Glycine tert-butyl ester

N-(benzyloxycarbonyl)-L-glutamic acid, α-phenyl ester

glycine tert-butyl ester hydrochloride

N-(benzyloxycarbonyl)-L-glutamic acid anhydride

Downstream raw materials:

Z-(S)-Glu-Gly

Glu-Gly