933-92-6

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-cyclopentanecarboxylic acid methyl ester is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of complex organic molecules with potential medicinal properties.
Used in Flavor and Fragrance Industry:
2-HYDROXY-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER is used as a flavoring agent and a fragrance chemical due to its sweet, fruity odor, enhancing the sensory experience of various consumer products.
Used in Organic Synthesis:
2-Hydroxy-cyclopentanecarboxylic acid methyl ester is used as a building block in organic synthesis for creating more complex organic molecules, showcasing its utility in the development of new chemical entities for various applications.
It is crucial to handle 2-Hydroxy-cyclopentanecarboxylic acid methyl ester with care and adhere to proper safety measures to prevent any harmful effects during its use in these applications.

InChI:InChI=1/C7H12O3/c1-10-7(9)5-3-2-4-6(5)8/h5-6,8H,2-4H2,1H3

Upstream product

• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 285-67-6 Cyclopentene oxide 
• 64-19-7 acetic acid 
• 186581-53-3 diazomethane 

Relevant academic research and scientific papers

Enantioselective hydrogenation of β-keto esters catalyzed by P-chiral bis(dialkylphosphino)ethanes-Ru(II)

Asymmetric hydrogenation of keto esters using a BisP*-RuBr2 catalyst is reported. High enantioselectivities up to 98% were achieved in the hydrogenation of β-keto esters.

Stereo- and chemoselective transfer hydrogenation of carbonyl groups with RuCl2(PPh3)3 and BINAP-Ru as catalysts and et3NH+H2PO2-·1,5H 2O as a hydrogen donor

Using Et3NH+H2PO2-.1.5 H2O as a hydrogen donor, the RuCl2(Ph3P)3, RuCl2(PPh3)3 / C and BINAP-Ru proved highly active catalysts for transfer hydrogenation of ketones under milder conditions than other hydrogen donors. 2-Methyl-, 2-chloro-, 2-(ethoxycarbonyl)cyclohexanones and -cyclopentanones were reduced to the less stable axial alcohols in excellent diastereoisomeric excess (de: 90-100%), and the carbonyl group of α,β-unsaturated ketones was selectively reduced, in contrast with other hydrogen donors the C=C bond was reduced. Copyright

65. Homogeneous and Heterogeneous Asymmetric Reactions. Part 5. Diastereoselective and Enantioselective Hydrogenation of Cyclic β-Keto Esters on Modified Raney-Nickel Catalysts

The hydrogenations of methyl 2-oxocyclopentanecarboxylate (1), ethyl 2-oxocyclohexanecarboxylate (3), and 2-methylcyclohexanone (5) on unmodified Raney-Ni catalyst lead predominantly to the formation of the cis-hydroxy diastereoisomers of 2, 4, and 6, respectively (Scheme 2).In the asymmetric hydrogenations on catalysts modified with chiral tartaric acid (R,R)-C4H6O6/Raney-Ni and (R,R)-C4H6O6/NaBr/Raney-Ni), the predominance of the cis-isomer increases significantly.The hydrogenations of β-keto esters 1 and 3 proceed with an enantioselectivity of 10-15percent on the modified catalysts, while the similar hydrogenation of 5 yields optically inactive 6.The (1S,2R)-enantiomers of the cis-isomers of 2 and 4 are formed in larger quantity, whereas the (1R,2R)-enantiomers of the corresponding trans-isomers predominate (Scheme 1).The enantioselective formation of trans-2 and trans-4 can be interpreted mainly in terms of the asymmetric hydrogenation of cyclic β-keto esters through the keto form, while that of the corresponding cis-hydroxy esters proceeds through the enol form.