(S)-1-[p-chlorophenyl]ethylammonium-(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate

Base Information

• Chemical Name: (S)-1-[p-chlorophenyl]ethylammonium-(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate
• CAS No.: 264123-18-4
• Molecular Formula: C₈H₁₀ClN*C₁₆H₁₆O₄
• Molecular Weight: 427.928
• Mol file: 264123-18-4.mol

Synonyms:(S)-1-[p-chlorophenyl]ethylammonium-(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate

Chemical Property of (S)-1-[p-chlorophenyl]ethylammonium-(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-[p-chlorophenyl]ethylammonium-(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate

There total 2 articles about (S)-1-[p-chlorophenyl]ethylammonium-(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate 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: 71.02%

(S)-1-(p-chlorophenyl)ethylamine (4187-56-8) + (S)-2-hydroxy-3-methoxy-3,3-diphenyl propionic acid (178306-51-9,178306-49-5) → (S)-1-[p-chlorophenyl]ethylammonium-(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate (264123-18-4)

Guidance literature:

In methanol; tert-butyl methyl ether;

Reference yield:

benzophenone (119-61-9) → (S)-1-[p-chlorophenyl]ethylammonium-(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate (264123-18-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium methylate / tetrahydrofuran / 4 h / 0 °C / Large scale

2: p-toluenesulfonic acid monohydrate / methanol / 5 h / 20 °C / Large scale

3: potassium hydroxide / methanol / 66 - 94 °C / Large scale

4: tert-butyl methyl ether; methanol / Reflux; Large scale

With p-toluenesulfonic acid monohydrate; sodium methylate; potassium hydroxide; In tetrahydrofuran; methanol; tert-butyl methyl ether; 1: |Darzens Condensation;

DOI:10.1021/op000040n

Reference yield: 85.0%

(S)-1-[p-chlorophenyl]ethylammonium-(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionate (264123-18-4) + 4,6-dimethoxypyrimidin-2-yl methyl sulfone (113583-35-0) → darusentan (171714-84-4)

Guidance literature:

With lithium amide; In N,N-dimethyl-formamide; at 20 - 30 ℃; for 16h; Large scale;

DOI:10.1021/op000040n

upstream raw materials:

(S)-1-(p-chlorophenyl)ethylamine

(S)-2-hydroxy-3-methoxy-3,3-diphenyl propionic acid

benzophenone

Downstream raw materials:

darusentan