1491151-39-3

Basic information

• Product Name: (1R,2S)-cis-2-phthalimido-1-acetoxycyclohexane
• Synonyms: (1R,2S)-cis-2-phthalimido-1-acetoxycyclohexane
• CAS NO: 1491151-39-3
• Molecular Weight: 287.315
• Mol File: 1491151-39-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,2S)-cis-2-phthalimido-1-acetoxycyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-cis-2-phthalimido-1-acetoxycyclohexane(1491151-39-3)
• EPA Substance Registry System: (1R,2S)-cis-2-phthalimido-1-acetoxycyclohexane(1491151-39-3)

Safety Data

• Hazardous Substances Data: 1491151-39-3(Hazardous Substances Data)

Upstream product

• 931-16-8 (+/-)-trans-2-aminocyclohexanol 
• 286-20-4 cyclohexane-1,2-epoxide 
• 5399-20-2 2-(2-hydroxy-cyclohexyl)-isoindole-1,3-dione 
• 108-05-4 vinyl acetate 
• 5399-20-2 (±)-cis-2-phthalimidocyclohexanol 

Relevant articles and documents

Enzymatic transesterification of pharmacologically interesting β-aminocycloalkanol precursors

Chemoenzymatic syntheses of both enantiomers of cis- and trans-2-aminocyclopentanol as well as cis- and trans-2-aminocyclohexanol, which are valuable building blocks for a plethora of ligands and pharmaceuticals have been efficiently carried out. The strategy involves the stereospecific syntheses of racemic aminocycloalkanol precursors via tagging of a phthalimide as a masking group and subsequent lipase-catalyzed kinetic resolution. Most of the lipases exhibited excellent enantioselectivity (E a‰ 200) in the transesterification reactions of trans-derivatives, with both N-protected (R,R)-amino acetates and (S,S)-amino alcohols being isolated in enantiopure form. With regard to cis-derivatives, lipases were also very selective, even though the biotransformations were significantly slower.