(S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid methyl ester
• CAS No.: 613243-60-0
• Molecular Formula: C₃₉H₄₅N₃O₉
• Molecular Weight: 699.801
• Mol file: 613243-60-0.mol

Synonyms:(S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid methyl ester

Chemical Property of (S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid methyl ester

There total 2 articles about (S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid methyl 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:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + (1S,3S,5S)-cyclohexane-1,3,5-tricarbonyl trichloride (147365-19-3) → (S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid methyl ester (613243-60-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ja036954h

Reference yield:

cis-1,3,5-cyclohexane tricarboxylic acid (16526-68-4) → (S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid methyl ester (613243-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 20 h / Reflux

2: trimethylamine / dichloromethane / 24 h / 0 - 20 °C

With thionyl chloride; trimethylamine; In dichloromethane;

DOI:10.1039/c7cc00017k

Reference yield: 38.0%

(S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid methyl ester (613243-60-0) → (S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-2-phenylethyl)amide (613243-61-1)

Guidance literature:

With sodium hydroxide; In methanol; water; at 0 - 20 ℃; for 20h;

DOI:10.1039/c7cc00017k

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(1S,3S,5S)-cyclohexane-1,3,5-tricarbonyl trichloride

cis-1,3,5-cyclohexane tricarboxylic acid

Downstream raw materials:

(S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-2-phenylethyl)amide