260260-98-8

Basic information

• Product Name: Acetic acid (1R,2S)-2-azido-cyclohexyl ester
• CAS NO: 260260-98-8
• Molecular Weight: 183.21
• Mol File: 260260-98-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (1R,2S)-2-azido-cyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (1R,2S)-2-azido-cyclohexyl ester(260260-98-8)
• EPA Substance Registry System: Acetic acid (1R,2S)-2-azido-cyclohexyl ester(260260-98-8)

Safety Data

• Hazardous Substances Data: 260260-98-8(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 286-20-4 cyclohexane-1,2-epoxide 

Downstream Products

• 260065-86-9 (1R,2S)-2-amino-1-cyclohexanol 
• 168749-08-4 (1R,2S)-cis-2-azidocyclohexanol 

Relevant articles and documents

Lipase-catalyzed Kinetic Resolution of (+/-)-trans- and cis-2-Azidocycloalkanols

The lipase-catalyzed kinetic resolution of trans- and cis-2-azidocycloalkanols and the preparation of enantiomerically pure trans- and cis-2-aminocycloalkanols are described. Four kinds of lipases were screened for the acetylation of trans- and cis-2-azidocycloalkanols. Among them, Pseudomonas sp. lipases (lipase PS and lipase AK, Amamo Pharmaceutical Co.) showed the highest enantioselectivity. These products were converted to the corresponding 2-aminocycloalkanols to determine their enantiomeric excess (ee) and absolute configurations by HPLC and CD analyses, using (S)-TBMB carboxylic acid [(S)-2-tert-butyl-2-methyl-1,3-benzodioxole-4-carboxylic acid] as the chiral conversion reagent. The results of the CD analysis proved N,O-bis-(S)-TBMB carboxylated cis-2-aminocycloalkanols to adopt a predominantly N-equatorial conformation. The partially resolved trans- and cis-2-aminocycloalkanols, except for trans-2-aminocyclopentanol, were recrystallized from ethyl acetate to give enantiomerically pure forms.