3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: 3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl ester
• CAS No.: 646532-03-8
• Molecular Formula: C₃₄H₄₄N₄O₉
• Molecular Weight: 652.745
• Mol file: 646532-03-8.mol

Synonyms:3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl ester

Chemical Property of 3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl ester

There total 6 articles about 3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl 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: 48.0%

3-phenylpropanoyl-Val-Ala-NHNHCH2COO-t-Bu (646532-77-6) + (2R,3R)-oxirane-2,3-dicarboxylic acid monobenzyl ester (646532-93-6) → 3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl ester (646532-03-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jm0305016

Reference yield:

3-phenylpropanoyl-Val-Ala-NHNHCH2COO-t-Bu (646532-77-6) + trans-oxirane-2,3-dicarboxylic acid monobenzyl ester → 3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl ester (646532-02-7) + 3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl ester (646532-03-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1021/jm0305016

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → 3-(N-tert-butoxycarbonylmethyl-N'-{2-[3-methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionyl}-hydrazinocarbonyl)-oxirane-2-carboxylic acid benzyl ester (646532-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / 4-methylmorpholine / dimethylformamide / 20.5 h / -10 - 20 °C

2: 48 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 16 h / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

DOI:10.1021/jm0305016

upstream raw materials:

3-phenylpropanoyl-Val-Ala-NHNHCH₂COO-t-Bu

(2R,3R)-oxirane-2,3-dicarboxylic acid monobenzyl ester

bromoacetic acid tert-butyl ester

(S)-2-[(S)-3-Methyl-2-(3-phenyl-propionylamino)-butyrylamino]-propionic acid methyl ester