(Z)-3-[(S)-2-(1H-Imidazol-4-yl)-1-(4-nitro-benzyloxycarbonyl)-ethylcarbamoyl]-acrylic acid

Base Information

• Chemical Name: (Z)-3-[(S)-2-(1H-Imidazol-4-yl)-1-(4-nitro-benzyloxycarbonyl)-ethylcarbamoyl]-acrylic acid
• CAS No.: 124455-89-6
• Molecular Formula: C₁₇H₁₆N₄O₇
• Molecular Weight: 388.337
• Mol file: 124455-89-6.mol

Synonyms:(Z)-3-[(S)-2-(1H-Imidazol-4-yl)-1-(4-nitro-benzyloxycarbonyl)-ethylcarbamoyl]-acrylic acid

Chemical Property of (Z)-3-[(S)-2-(1H-Imidazol-4-yl)-1-(4-nitro-benzyloxycarbonyl)-ethylcarbamoyl]-acrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (Z)-3-[(S)-2-(1H-Imidazol-4-yl)-1-(4-nitro-benzyloxycarbonyl)-ethylcarbamoyl]-acrylic acid

There total 1 articles about (Z)-3-[(S)-2-(1H-Imidazol-4-yl)-1-(4-nitro-benzyloxycarbonyl)-ethylcarbamoyl]-acrylic 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:

maleic anhydride (108-31-6) + (S)-2-Amino-3-(1H-imidazol-4-yl)-propionic acid 4-nitro-benzyl ester; compound with phenyl-methanesulfonic acid → (Z)-3-[(S)-2-(1H-Imidazol-4-yl)-1-(4-nitro-benzyloxycarbonyl)-ethylcarbamoyl]-acrylic acid (124455-89-6)

Guidance literature:

With ammonia; Yield given. Multistep reaction; 1.) CHCl₃, 0 deg C, 10 min, 2.) CHCl₃, ether, RT, 2.5 h;

DOI:10.1016/S0957-4166(98)00134-7

Reference yield: 91.0%

H-L-Lys(Z)-NH2 (61734-68-7) + (Z)-3-[(S)-2-(1H-Imidazol-4-yl)-1-(4-nitro-benzyloxycarbonyl)-ethylcarbamoyl]-acrylic acid (124455-89-6) → (Z)-3-[(S)-1-((S)-5-Benzyloxycarbonylamino-1-carbamoyl-pentylcarbamoyl)-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-acrylic acid

Guidance literature:

With pH 9 carbonate buffer; α-chymotrypsin; In dimethyl sulfoxide; at 25 ℃; for 1h;

DOI:10.1016/S0957-4166(98)00134-7

upstream raw materials:

maleic anhydride