1,1,1-Propanetricarboxylic acid, 2-(4-chlorophenyl)-, triethyl ester, (2S)-

Base Information

• Chemical Name: 1,1,1-Propanetricarboxylic acid, 2-(4-chlorophenyl)-, triethyl ester, (2S)-
• CAS No.: 666824-79-9
• Molecular Formula: C18H23ClO6
• Molecular Weight: 370.83
• Mol file: 666824-79-9.mol

Synonyms:

Chemical Property of 1,1,1-Propanetricarboxylic acid, 2-(4-chlorophenyl)-, triethyl ester, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1,1-Propanetricarboxylic acid, 2-(4-chlorophenyl)-, triethyl ester, (2S)-

There total 2 articles about 1,1,1-Propanetricarboxylic acid, 2-(4-chlorophenyl)-, triethyl ester, (2S)- 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: 74.0%

methanetricarboxylic acid triethyl ester (6279-86-3) + (R)-1-(4-chlorophenyl)ethan-1-ol (3391-10-4,75968-35-3,75968-40-0,99528-42-4) → triethyl (2S)-2-[4-(chlorophenyl)propane]-1,1,1-tricarboxylate (666824-79-9)

Guidance literature:

With diethylazodicarboxylate; trimethylphosphane; In toluene; at -78 - 20 ℃;

DOI:10.1021/ol036380l

Reference yield:

methanetricarboxylic acid triethyl ester (6279-86-3) + (S)-1-(4-Chlorophenyl)ethanol (3391-10-4) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → triethyl (2R)-2-(4-chlorophenyl)propane-1,1,1-tricarboxylate + triethyl (2S)-2-[4-(chlorophenyl)propane]-1,1,1-tricarboxylate (666824-79-9)

Guidance literature:

(S)-1-(4-Chlorophenyl)ethanol; chloro-diphenylphosphine; With dmap; triethylamine; In tetrahydrofuran; at 0 ℃; for 1h;

methanetricarboxylic acid triethyl ester; With di-tert-butyl-diazodicarboxylate; In tetrahydrofuran; toluene; at -63 - 20 ℃; Title compound not separated from byproducts;

DOI:10.1246/cl.2005.1676

Reference yield:

triethyl (2S)-2-[4-(chlorophenyl)propane]-1,1,1-tricarboxylate (666824-79-9) → (3R)-3-(4-chlorophenyl)butanoic acid

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / methanol / Heating

2: AcOH / Heating

With sodium hydroxide; acetic acid; In methanol;

DOI:10.1021/ol036380l

upstream raw materials:

methanetricarboxylic acid triethyl ester

(R)-1-(4-chlorophenyl)ethan-1-ol

(S)-1-(4-Chlorophenyl)ethanol

chloro-diphenylphosphine

Downstream raw materials:

(R)-3-(4-chlorophenyl)butan-1-ol

1-[(1R)-3-bromo-1-methylpropyl]-4-chlorobenzene

Refernces

• 1、 -. "FLAVIN DERIVATIVES". Page/Page column 194-195. . Retrieved 2011/10/31.