Cyclopentanecarboxylic acid, 1-(1-methylethyl)-3-oxo-, (1S)- (9CI)

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 1-(1-methylethyl)-3-oxo-, (1S)- (9CI)
• CAS No.: 782493-13-4
• Molecular Formula: C9H14 O3
• Molecular Weight: 170.20566
• Hs Code.: 2918300090
• Mol file: 782493-13-4.mol

Synonyms:Cyclopentanecarboxylic acid, 1-(1-methylethyl)-3-oxo-, (1S)- (9CI)

Chemical Property of Cyclopentanecarboxylic acid, 1-(1-methylethyl)-3-oxo-, (1S)- (9CI)

Chemical Property:

• PSA: 54.37000
• LogP: 1.46640

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanecarboxylic acid, 1-(1-methylethyl)-3-oxo-, (1S)- (9CI)

There total 23 articles about Cyclopentanecarboxylic acid, 1-(1-methylethyl)-3-oxo-, (1S)- (9CI) 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: 85.0%

benzyl (1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid (782493-16-7) → (1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid (782493-13-4)

Guidance literature:

With palladium on carbon; hydrogen; In methanol; under 760.051 Torr;

DOI:10.1021/ml900009d

Reference yield: 64.0%

aminoacid salt (1016979-15-9) → (1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid (782493-13-4)

Guidance literature:

aminoacid salt; With N-Bromosuccinimide; sodium hydrogencarbonate; In dichloromethane; at 0 ℃; for 4h;

With ethanol; sodium methylate; for 1h; Heating / reflux;

With sulfuric acid; water; at 0 - 20 ℃; for 1h; Product distribution / selectivity;

Reference yield:

1-isopropyl-3,3-dimethoxyyclopentanecarboxylate (400770-74-3) → (1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid (782493-13-4)

Guidance literature:

Multi-step reaction with 4 steps

1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1.75 h / 0 - 20 °C

2: dmap; triethylamine / dichloromethane / 2 h / 0 - 20 °C

3: OD column / hexane; isopropyl alcohol / Resolution of racemate

4: hydrogen / palladium 10% on activated carbon / methanol / 7 h

With dmap; oxalyl dichloride; hydrogen; triethylamine; palladium 10% on activated carbon; N,N-dimethyl-formamide; In methanol; hexane; dichloromethane; isopropyl alcohol;

upstream raw materials:

benzyl (1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid

aminoacid salt

1-isopropyl-3,3-dimethoxyyclopentanecarboxylate

1-isopropyl-3-oxocyclopentanoyl chloride

Downstream raw materials:

(1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide

Refernces

• 1、 -. "Heterocyclic cyclopentyl tetrahydroisoquinoline and tetrahydropyridopyridine modulators of chemokine receptor activity". Page/Page column 43. . Retrieved 2008/06/13.
• 2、 -. "BENZOXAZINYL-AMIDOCYCLOPENTYL-HETEROCYCLIC MODULATORS OF CHEMOKINE RECEPTORS". Page/Page column 27. . Retrieved 2010/11/28.