dimethyl N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamate

Base Information

• Chemical Name: dimethyl N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamate
• CAS No.: 916656-23-0
• Molecular Formula: C₂₀H₂₉N₃O₉S
• Molecular Weight: 487.531
• Mol file: 916656-23-0.mol

Synonyms:dimethyl N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamate

Chemical Property of dimethyl N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamate

There total 2 articles about dimethyl N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamate 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: 30.0%

(R)-2-((S)-2-Amino-propane-1-sulfonylamino)-pentanedioic acid dimethyl ester (916656-20-7) + 2-acetamidophenoxyacetic acid (1798-12-5) → dimethyl N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamate (916656-23-0)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.tet.2006.08.030

Reference yield:

dimethyl N-{[(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]sulfonyl}-D-glutamate (916656-16-1) → dimethyl N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamate (916656-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂NH₂*H₂O / ethanol / 20 °C

2: 30 percent / diphenylphosphoryl azide; Et₃N / dimethylformamide / 0 - 20 °C

With diphenylphosphoranyl azide; hydrazine hydrate; triethylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.08.030

Reference yield: 88.0%

dimethyl N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamate (916656-23-0) → N-{[(2S)-2-({2-[2-(acetylamino)phenoxy]acetyl}amino)propyl]sulfonyl}-D-glutamic acid

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 20 ℃;

DOI:10.1016/j.tet.2006.08.030

upstream raw materials:

(R)-2-((S)-2-Amino-propane-1-sulfonylamino)-pentanedioic acid dimethyl ester

2-acetamidophenoxyacetic acid

dimethyl N-{[(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]sulfonyl}-D-glutamate