187263-73-6

Basic information

• Product Name: ethyl (1S,2R)-2-acetoxycyclohexanecarboxylate
• Synonyms: ethyl (1S,2R)-2-acetoxycyclohexanecarboxylate
• CAS NO: 187263-73-6
• Molecular Weight: 214.262
• Mol File: 187263-73-6.mol

Chemical Properties

• CAS DataBase Reference: ethyl (1S,2R)-2-acetoxycyclohexanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (1S,2R)-2-acetoxycyclohexanecarboxylate(187263-73-6)
• EPA Substance Registry System: ethyl (1S,2R)-2-acetoxycyclohexanecarboxylate(187263-73-6)

Safety Data

• Hazardous Substances Data: 187263-73-6(Hazardous Substances Data)

Upstream product

• 1655-06-7 cis-ethyl 2-hydroxy-cyclohexanoate 
• 108-05-4 vinyl acetate 

Downstream Products

• 51606-50-9 (1R,2R)-2-(hydroxymethyl)cyclohexanol 
• 299177-89-2 {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[(1R,3R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-cyclohexyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid allyl ester 
• 256642-02-1 (3S,4R)-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-4-[(2'R,6'R)-2'-(triethylsilyloxymethyl)cyclohexanone-6'-yl]azetidin-2-one 
• 135297-29-9 (3S,4R)-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-4-[(2'R,6'R)-2'-(t-butyldimethylsilyloxymethyl)cyclohexanone-6'-yl]azetidin-2-one 
• 211945-46-9 (3S,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-[(2R,6R)-2-(hydroxymethyl)cyclohexanon-6-yl]azetidin-2-one 
• 211945-49-2 (R)-2-t-butyldimethylsilyloxymethyl-1-trimethylsilyloxycyclohexene 
• 211945-47-0 (1R,2R)-2-t-butyldimethylsilyloxymethylcyclohexanol 
• 211945-48-1 (R)-2-t-butyldimethylsilyloxymethylcyclohexanone 
• 119068-37-0 ethyl (1S,2R)-2-hydroxycyclohexanecarboxylate 

Relevant articles and documents

Lipase-catalysed resolution of cyclic cis- and trans-β-hydroxy esters

Lipases A and B from Candida antarctica are shown to be highly efficient and complementary biocatalysts for the resolution of five- to seven-membered cyclic β-hydroxy esters by O-acylation. Using this procedure, all four stereoisomers of each one are obtained in enantiopure form and very high yields.

Stereoselective synthesis of novel anti-MRSA tricyclic carbapenems (trinems)

(4S)-Hydroxymethyltrinem 3 was prepared via stereoselective aldol-type reaction with optically pure (R)-2-t-butyldimethylsilyloxymethylcyclohexanone ((R)-16). (4S)-Hydroxymethyltrinem 3 was converted into various kinds of trinem derivatives with anti-MRSA activity by using the Mitsunobu reaction. (C) 2000 Elsevier Science Ltd.

Lipase-catalysed resolution of cis-1-ethoxycarbonyl-2-hydroxy-cyclohexane: Enantioselective total synthesis of 10-ethyl-trinem

Pseudomonas fluorescens lipase (PFL) was used as catalyst for enzymatic resolution of 1-ethoxycarbonyl-2-hydroxy-cyclohexane. The resulting ester was used for the total synthesis of the novel enantiomerically pure 10 ethyl trinem.