169868-13-7

Basic information

• Product Name: (1S,2R)-2-hydroxycyclopentane-1-carboxylic acid
• Synonyms: (1S,2R)-2-hydroxycyclopentane-1-carboxylic acid
• CAS NO: 169868-13-7
• Molecular Weight: 130.144
• Mol File: 169868-13-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,2R)-2-hydroxycyclopentane-1-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-2-hydroxycyclopentane-1-carboxylic acid(169868-13-7)
• EPA Substance Registry System: (1S,2R)-2-hydroxycyclopentane-1-carboxylic acid(169868-13-7)

Safety Data

• Hazardous Substances Data: 169868-13-7(Hazardous Substances Data)

Upstream product

• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 108-05-4 vinyl acetate 
• 1883-91-6 ethyl cis-(±)-2-hydroxycyclopentane-1-carboxylate 

Downstream Products

• 124150-23-8 (1R,2S)-2-methoxycarbonylcyclopentan-1-ol 

Relevant articles and documents

Candida antarctica lipase B-catalyzed reactions of β-hydroxy esters: Competition of acylation and hydrolysis

The ester function of ethyl cis-(±)-2-hydroxycyclopentane-1- carboxylate [(±)-1] and ethyl (±)-5-hydroxycyclopent-1- enecarboxylate [(±)-2] was demonstrated to undergo hydrolysis, as a side-reaction, during asymmetric (E > 200) O-acylation with Candida antarctica lipase B (CAL-B) as catalyst and vinyl acetate as acyl donor in t-BuOMe at 30 C. This competition of acylation and undesirable hydrolysis draws attention to CAL-B-catalyzed non-hydrolytic resolutions where the substrates contain any hydrolysable functions. Enantiomerically enriched cis-2-hydroxycyclopentane-1-carboxylic acid (ee = 90%) and 5-hydroxycyclopent-1- enecarboxylic acid (ee = 47%) were prepared through de novo CAL-B-catalyzed hydrolysis of (±)-1 and (±)-2 with added H2O in t-BuOMe at 30 C.