methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate

Base Information

• Chemical Name: methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate
• CAS No.: 1469996-58-4
• Molecular Formula: C₂₄H₂₈ClNO₄
• Molecular Weight: 429.944
• Mol file: 1469996-58-4.mol

Synonyms:methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate

Chemical Property of methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate

There total 2 articles about methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate 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%

2-(benzyloxy)-5-chlorobenzoic acid (52803-75-5) + methyl 3-cyclohexyl-L-alaninate hydrochloride (17193-39-4,144644-00-8) → methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate (1469996-58-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 5 - 20 ℃; for 16.5h;

DOI:10.1016/j.ejmech.2013.08.009

Reference yield:

(S)-2-amino-3-cyclohexylpropionic acid hydrochloride (25528-71-6) → methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate (1469996-58-4)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 16 h / -10 - 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 16.5 h / 5 - 20 °C

With thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1016/j.ejmech.2013.08.009

Reference yield: 29.0%

methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate (1469996-58-4) → (2S)-2-[[2-(benzyloxy)-5-chlorobenzoyl]amino]-3-cyclohexylpropanoic acid (1469996-65-3)

Guidance literature:

With lithium hydroxide monohydrate; In 1,4-dioxane; water; at 50 ℃; for 0.75h;

DOI:10.1016/j.ejmech.2013.08.009

upstream raw materials:

2-(benzyloxy)-5-chlorobenzoic acid

methyl 3-cyclohexyl-L-alaninate hydrochloride

(S)-2-amino-3-cyclohexylpropionic acid hydrochloride

Downstream raw materials:

C₂₃H₂₄ClF₃N₂O₃

C₂₂H₂₄BrClN₂O₃

(2S)-2-[[2-(benzyloxy)-5-chlorobenzoyl]amino]-3-cyclohexylpropanoic acid

2-(benzyloxy)-5-chloro-N-[(2S)-1-[(3-trifluoromethylphenyl)amino]-1-oxo-3-cyclohexylpropan-2-yl]benzamide