γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride

Base Information

• Chemical Name: γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride
• CAS No.: 1380074-42-9
• Molecular Formula: C₁₅H₁₆N₂O₉
• Molecular Weight: 368.3
• Mol file: 1380074-42-9.mol

Synonyms:γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride

Chemical Property of γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride

There total 3 articles about γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride 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: 84.0%

phosgene (75-44-5) + γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamate (618095-48-0) → γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride (1380074-42-9)

Guidance literature:

In tetrahydrofuran; toluene; at 50 ℃; for 2h;

DOI:10.1039/c5sm00820d

Reference yield: 62.0%

bis(trichloromethyl) carbonate (32315-10-9) + γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamate (618095-48-0) → γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride (1380074-42-9)

Guidance literature:

In tetrahydrofuran; Reflux;

DOI:10.1002/anie.201302820

Reference yield:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + 6-nitroveratrylbromide (53413-67-5) → γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamic acid N-carboxyanhydride (1380074-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide; water / 2 h / 20 °C

1.2: 24 h / 40 °C

2.1: toluene; tetrahydrofuran / 2 h / 50 °C

With N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;

DOI:10.1039/c5sm00820d

upstream raw materials:

bis(trichloromethyl) carbonate

γ-(4,5-dimethoxy-2-nitrobenzyl)-L-glutamate

phosgene

L-glutamic acid