(S)-2-[4-(4-Nitro-phenoxycarbonyloxymethyl)-phenoxycarbonylamino]-pentanedioic acid diallyl ester

Base Information

• Chemical Name: (S)-2-[4-(4-Nitro-phenoxycarbonyloxymethyl)-phenoxycarbonylamino]-pentanedioic acid diallyl ester
• CAS No.: 180839-21-8
• Molecular Formula: C₂₆H₂₆N₂O₁₁
• Molecular Weight: 542.499
• Mol file: 180839-21-8.mol

Synonyms:(S)-2-[4-(4-Nitro-phenoxycarbonyloxymethyl)-phenoxycarbonylamino]-pentanedioic acid diallyl ester

Chemical Property of (S)-2-[4-(4-Nitro-phenoxycarbonyloxymethyl)-phenoxycarbonylamino]-pentanedioic acid diallyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-2-[4-(4-Nitro-phenoxycarbonyloxymethyl)-phenoxycarbonylamino]-pentanedioic acid diallyl ester

There total 5 articles about (S)-2-[4-(4-Nitro-phenoxycarbonyloxymethyl)-phenoxycarbonylamino]-pentanedioic acid diallyl 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: 75.5%

4-Nitrophenyl chloroformate (7693-46-1) + diprop-2-enyl N-<(4-phenoxy)carbonyl>-L-glutamate (180841-62-7) → (S)-2-[4-(4-Nitro-phenoxycarbonyloxymethyl)-phenoxycarbonylamino]-pentanedioic acid diallyl ester (180839-21-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jm980425k

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (S)-2-[4-(4-Nitro-phenoxycarbonyloxymethyl)-phenoxycarbonylamino]-pentanedioic acid diallyl ester (180839-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / Et₃N / CHCl₃ / 2 h / Heating

2: 78 percent / sodium cyanoborohydride / acetic acid; methanol; H₂O / 1 h / Ambient temperature

3: 75.5 percent / Et₃N / tetrahydrofuran / 1 h / Ambient temperature

With sodium cyanoborohydride; triethylamine; In tetrahydrofuran; methanol; chloroform; water; acetic acid;

DOI:10.1021/jm980425k

Reference yield:

diallyl L-glutamylisocyanate (180839-12-7) → (S)-2-[4-(4-Nitro-phenoxycarbonyloxymethyl)-phenoxycarbonylamino]-pentanedioic acid diallyl ester (180839-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / Et₃N / CHCl₃ / 2 h / Heating

2: 78 percent / sodium cyanoborohydride / acetic acid; methanol; H₂O / 1 h / Ambient temperature

3: 75.5 percent / Et₃N / tetrahydrofuran / 1 h / Ambient temperature

With sodium cyanoborohydride; triethylamine; In tetrahydrofuran; methanol; chloroform; water; acetic acid;

DOI:10.1021/jm980425k

upstream raw materials:

4-Nitrophenyl chloroformate

diprop-2-enyl N-<(4-phenoxy)carbonyl>-L-glutamate

4-hydroxy-benzaldehyde

diallyl L-glutamylisocyanate

Refernces