791594-14-4

Basic information

• Product Name: CYCLOPENTANECARBOXYLIC ACID, 2-(4-BROMOBENZOYL)-, METHYL ESTER, (1R,2R)-
• Synonyms: CYCLOPENTANECARBOXYLIC ACID, 2-(4-BROMOBENZOYL)-, METHYL ESTER, (1R,2R)-;(1R,2R)-2-(4-BROMOBENZOYL)-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER;Methyl (1R,2R)-2-(4-broMobenzoyl)cyclopentanecarboxylate
• CAS NO: 791594-14-4
• Molecular Formula: C₁₄H₁₅BrO₃
• Molecular Weight: 311.173
• Mol File: 791594-14-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 394.8°C at 760 mmHg
• Flash Point: 192.6°C
• Appearance: /
• Density: 1.417g/cm³
• Vapor Pressure: 1.92E-06mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: 2-8°C
• CAS DataBase Reference: CYCLOPENTANECARBOXYLIC ACID, 2-(4-BROMOBENZOYL)-, METHYL ESTER, (1R,2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPENTANECARBOXYLIC ACID, 2-(4-BROMOBENZOYL)-, METHYL ESTER, (1R,2R)-(791594-14-4)
• EPA Substance Registry System: CYCLOPENTANECARBOXYLIC ACID, 2-(4-BROMOBENZOYL)-, METHYL ESTER, (1R,2R)-(791594-14-4)

Safety Data

• Hazardous Substances Data: 791594-14-4(Hazardous Substances Data)

Usage

General Description

Cyclopentanecarboxylic acid, 2-(4-bromobenzoyl)-, methyl ester, (1R,2R)- is a chiral compound that belongs to the class of organic chemicals known as benzoic acids and derivatives. It is a methyl ester of 2-(4-bromobenzoyl)cyclopentanecarboxylic acid and has a 1R,2R stereochemistry. Cyclopentanecarboxylic acid, 2-(4-bromobenzoyl)-, methyl ester, (1R,2R)- is commonly used in organic synthesis and pharmaceutical research as a building block for the synthesis of various biologically active molecules. Its specific stereochemistry makes it crucial in the production of enantiomerically pure drug compounds and is therefore an important intermediate in the pharmaceutical industry.

InChI:InChI=1/C14H15BrO3/c1-18-14(17)12-4-2-3-11(12)13(16)9-5-7-10(15)8-6-9/h5-8,11-12H,2-4H2,1H3/t11-,12-/m1/s1

Upstream product

• 791594-13-3 trans-(1R,2R)-2-(4-bromobenzoyl)cyclopentanecarboxylic acid 
• 74-88-4 methyl iodide 
• 791594-11-1 methyl cis-2-(4-bromobenzoyl)cyclopentanecarboxylate 
• 1019115-10-6 trans-(+/-)-2-(4-bromobenzoyl)cyclopentanecarboxylic acid 
• 1214270-80-0 2-bromo-6-(4-bromobenzoyl)cyclohexanone 
• 108-94-1 cyclohexanone 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 586-75-4 4-chlorobenzoyl chloride 

Downstream Products

• 959123-10-5 methyl (1R,2R)-2-[(4'-nitro-1,1'-biphenyl-4-yl)carbonyl]cyclopentanecarboxylate 
• 791594-16-6 methyl (1R,2R)-2-{[-3'-fluoro-4'-(formylamino)-1,1'-biphenyl-4-yl]carbonyl}cyclopentanecarboxylate 
• 959393-22-7 (4-bromophenyI)[(1R,2R)-2-(1-hydroxy-1-methylethyl)cyclopentyl]methanone 
• 959122-10-2 (1R,2R)-2-({4'-[(anilinocarbonyl)amino]-1,1'-biphenyl-4-yl}carbonyl)cyclopentanecarboxylic acid methyl ester 

Relevant articles and documents

Process development of a diacyl glycerolacyltransferase-1 inhibitor

A synthesis of a selective diacyl glycerolacyltransferase-1 (DGAT-1) inhibitor, 1, is described. The synthesis illustrates a diketone Favorskii reaction on 9 in place of the more common ketoester variant for generation of the dicarboxycyclopentane core, t

Validation of diacyl glycerolacyltransferase I as a novel target for the treatment of obesity and dyslipidemia using a potent and selective small molecule inhibitor

A highly potent and selective DGAT-1 inhibitor was identified and used in rodent models of obesity and postprandial chylomicron excursion to validate DGAT-1 inhibition as a novel approach for the treatment of metabolic diseases. Specifically, compound 4a conferred weight loss and a reduction in liver triglycerides when dosed chronically in DIO mice and depleted serum triglycerides following a lipid challenge in a dose-dependent manner, thus, reproducing major phenotypical characteristics of DGAT-1-/- mice.

Preparation and use of aryl alkyl acid derivatives for the treatment of obesity

This invention relates to certain aryl alkyl acid compounds, compositions, and methods for treating or preventing obesity and related diseases.