122331-02-6

Basic information

• Product Name: Cyclopentanecarboxylic acid, 2-hydroxy-, methyl ester, (1R-cis)- (9CI)
• Synonyms: Cyclopentanecarboxylic acid, 2-hydroxy-, methyl ester, (1R-cis)- (9CI);(1R,2S)-Methyl 2-hydroxycyclopentanecarboxylate
• CAS NO: 122331-02-6
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.16838
• Product Categories: CARBOXYLICESTER
• Mol File: 122331-02-6.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclopentanecarboxylic acid, 2-hydroxy-, methyl ester, (1R-cis)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanecarboxylic acid, 2-hydroxy-, methyl ester, (1R-cis)- (9CI)(122331-02-6)
• EPA Substance Registry System: Cyclopentanecarboxylic acid, 2-hydroxy-, methyl ester, (1R-cis)- (9CI)(122331-02-6)

Safety Data

• Hazardous Substances Data: 122331-02-6(Hazardous Substances Data)

Usage

General Description

Cyclopentanecarboxylic acid, 2-hydroxy-, methyl ester, (1R-cis)- (9CI), also known as 1R-cis-2-hydroxycyclopentanecarboxylic acid methyl ester, is a chemical compound with the molecular formula C7H12O3. It is a methyl ester derivative of 1R-cis-2-hydroxycyclopentanecarboxylic acid and belongs to the cyclopentanecarboxylic acid family. Cyclopentanecarboxylic acid, 2-hydroxy-, methyl ester, (1R-cis)- (9CI) is a colorless liquid with a fruity odor and is used in the production of various pharmaceutical and chemical products. It is also utilized in research and development activities as a starting material for the synthesis of other organic compounds. The chemical properties and structure of this compound make it a valuable resource in the field of organic chemistry.

Upstream product

• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 285-67-6 Cyclopentene oxide 
• 64-19-7 acetic acid 
• 186581-53-3 diazomethane 
• 67-56-1 methanol 
• 122249-17-6 S-ethyl (1R,2S)-2-hydroxycyclopentanecarboxylthioate 

Downstream Products

• 122331-04-8 methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate 
• 162489-18-1 methyl (R)-1-methyl-2-oxocyclopentanecarboxylate 

Relevant articles and documents

Enantioselective ketoester reductions in water: A comparison between microorganism-and ruthenium-catalyzed reactions

In the search for green chemistry methods for the enantioselective reduction of ketoesters Saccharomyces cerevisiae-and ruthenium-catalyzed reactions in water have been investigated. The highest enantiomeric excesses for the reduction of α-and β-ketoesters have been obtained by S. cerevisiae. Chiral ruthenium catalysts are active for the reduction of all ketoesters with low to moderate enantioselectivities depending on the nature of the substrate and ligand. Interestingly, for several substrates both enantiomers of the hydroxyesters have been obtained according either to the catalytic method or to the structure of the ligand.

Rhodium carbenoid mediated cyclisation of α-diazo-β-keto-δ-hydroxy- phenylsulfones

The title reaction gave rise to 2-phenylsulfonyl-3-oxo-tetrahydrofurans in satisfactory yields providing an entry to some furan derivatives. (C) 2000 Published by Elsevier Science Ltd.

New Class of Chiral Diphosphine Ligands for Highly Efficient Transition Metal-Catalyzed Stereoselective Reactions: The Bis(diphenylphosphino) Five-membered Biheteroaryls

The synthesis and application of three examples of a new class of chiral (C2) atropisomeric diphosphines characterized by two interconnected five-membered heteroaromatic rings, with hindered rotation around the interanular bond, are described.Optically pure (+)- and (-)-2,2'-bis(diphenylphosphino)-4,4',6,6'-tetramethyl-3,3'-bibenzothiophene (tetraMe-bitianp) (1a) and the parent unsubstituted system (+)- and (-)-bitianp (1b) were synthesized.They were found to be optically stable at 100 deg C and were successfully employed as ligands in the Ru(II)-catalyzed hydrogenation of α- and β-oxo esters to the corresponding α- and β-hydroxy esters and in the hydrogenation of olefinic substrates.The optical and chemical yields were comparable with those reported for the same Ru(II)-binap-catalyzed reactions carried out under the same experimental conditions.The 2,2'-bis(diphenylphosphino)-3,3'-bibenzofuran (1c), the oxygenated analogue of bitianp, was found to be configurationally unstable at room temperature.Complete structural X-ray elucidation of the Pd complexes of 1a-c is reported.The advantages of these biheteroaromatic ligands over the classical biaryl systems are discussed.