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

Base Information

• Chemical Name: methyl (2S)-2-[[2-(benzyloxy)-5-chlorobenzoyl]amino]-3-phenylpropanoate
• CAS No.: 1469996-55-1
• Molecular Formula: C₂₄H₂₂ClNO₄
• Molecular Weight: 423.896
• Mol file: 1469996-55-1.mol

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

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

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-phenylpropanoate

There total 2 articles about methyl (2S)-2-[[2-(benzyloxy)-5-chlorobenzoyl]amino]-3-phenylpropanoate 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: 93.0%

2-(benzyloxy)-5-chlorobenzoic acid (52803-75-5) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → methyl (2S)-2-[[2-(benzyloxy)-5-chlorobenzoyl]amino]-3-phenylpropanoate (1469996-55-1)

Guidance literature:

With 1-hydroxy-1H-benzotriazole hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 25 ℃; for 1h;

DOI:10.2174/1570180813666161020113827

Reference yield:

L-phenylalanine hydrochloride (17585-69-2,27172-85-6,28069-46-7,74496-49-4,79541-99-4) → methyl (2S)-2-[[2-(benzyloxy)-5-chlorobenzoyl]amino]-3-phenylpropanoate (1469996-55-1)

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: 95.0%

methyl (2S)-2-[[2-(benzyloxy)-5-chlorobenzoyl]amino]-3-phenylpropanoate (1469996-55-1) → (2S)-2-[[2-(benzyloxy)-5-chlorobenzoyl]amino]-3-phenylpropanoic acid (1469996-62-0)

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

L-phenylalanine hydrochloride

Downstream raw materials:

C₂₂H₁₈Cl₂N₂O₃

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

2-(benzyloxy)-5-chloro-N-{(2S)-1-[(4-chlorophenyl)amino]-1-oxo-3-phenylpropan-2-yl}benzamide