260065-85-8

Basic information

• Product Name: Cyclopentanol,2-amino-,(1R,2S)-(9CI)
• Synonyms: Cyclopentanol,2-amino-,(1R,2S)-(9CI);((1S,2R)-2-Hydroxycyclopentyl)amine;(1R,2S)-2-Aminocyclopentanol
• CAS NO: 260065-85-8
• Molecular Formula: C₅H₁₁NO
• Molecular Weight: 101.15
• Product Categories: VARIOUSAMINE
• Mol File: 260065-85-8.mol

Chemical Properties

• Boiling Point: 179℃
• Flash Point: 62℃
• Appearance: /
• Density: 1.084
• PKA: 14.93±0.40(Predicted)
• CAS DataBase Reference: Cyclopentanol,2-amino-,(1R,2S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanol,2-amino-,(1R,2S)-(9CI)(260065-85-8)
• EPA Substance Registry System: Cyclopentanol,2-amino-,(1R,2S)-(9CI)(260065-85-8)

Safety Data

• Hazardous Substances Data: 260065-85-8(Hazardous Substances Data)

Upstream product

• 168749-07-3 (1R,2S)-cis-2-azidocyclopentanol 
• 930-45-0 (+/-)-cis-2-aminocyclopentanol 
• 260065-78-9 Acetic acid (1R,2S)-2-azido-cyclopentyl ester 
• 415693-17-3 (1R,2S)-2-(p-dimethylaminobenzoyl)aminocyclopentanol 

Downstream Products

• 913631-66-0 tert-butyl N-[(1S,2R)-2-hydroxycyclopentyl]carbamate 
• 145106-46-3 (S)-N-tert-butoxycarbonyl-2-aminocyclopentanone 

Relevant articles and documents

Kinetic resolution of amino alcohol derivatives with a chiral nucleophilic catalyst: Access to enantiopure cyclic cis-amino alcohols

Acylative kinetic resolution of racemic cyclic cis-amino alcohol derivatives with a chiral nucleophilic catalyst proceeds enantioselectively (s = 10-21) at ambient temperature to give enantiopure recovered materials, and the % conversion of the acylation can be readily controlled by the amount of acid anhydride.

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.