(S)-2-{[(1S,2R)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid benzyl ester

Base Information

• Chemical Name: (S)-2-{[(1S,2R)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid benzyl ester
• CAS No.: 184529-81-5
• Molecular Formula: C₄₀H₄₂N₂O₆
• Molecular Weight: 646.783
• Mol file: 184529-81-5.mol

Synonyms:(S)-2-{[(1S,2R)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid benzyl ester

Chemical Property of (S)-2-{[(1S,2R)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{[(1S,2R)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid benzyl ester

There total 2 articles about (S)-2-{[(1S,2R)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic 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:

1,2-cis-cyclohexanedicarboxylic anhydride (13149-00-3) → (S)-2-{[(1S,2R)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid benzyl ester (184529-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 4-methylmorpholine / dimethylformamide / Ambient temperature

2: 1.) BOP, 2.) DIEA / 1.) DMF, 0 deg C, 20 min, 2.) DMF, from 0 deg C to RT, overnight

With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(97)00139-9

Reference yield:

L-phenylalanine benzyl ester p-toluene-sulfonic acid salt (1738-78-9) + (1R,2S)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarboxylic acid → (S)-2-{[(1S,2R)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid benzyl ester (184529-81-5)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1.) DMF, 0 deg C, 20 min, 2.) DMF, from 0 deg C to RT, overnight;

DOI:10.1016/S0968-0896(97)00139-9

Reference yield: 100.0%

(S)-2-{[(1S,2R)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid benzyl ester (184529-81-5) → (S)-2-{[(1S,2R)-2-((S)-1-Carboxy-2-phenyl-ethylcarbamoyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionic acid

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2h;

DOI:10.1016/S0968-0896(97)00139-9

upstream raw materials:

L-phenylalanine benzyl ester p-toluene-sulfonic acid salt

1,2-cis-cyclohexanedicarboxylic anhydride