260065-70-1

Basic information

• Product Name: Cycloheptanol, 2-amino-, (1R,2R)- (9CI)
• Synonyms: Cycloheptanol, 2-amino-, (1R,2R)- (9CI);(1R,2R)-trans-2-Aminocycloheptanol
• CAS NO: 260065-70-1
• Molecular Formula: C7H15NO
• Molecular Weight: 129.2001
• Product Categories: AMINEPRIMARY
• Mol File: 260065-70-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 222.3±33.0 °C(Predicted)
• Appearance: /
• Density: 1.003±0.06 g/cm3(Predicted)
• PKA: 14.95±0.40(Predicted)
• BRN: 2070909
• CAS DataBase Reference: Cycloheptanol, 2-amino-, (1R,2R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cycloheptanol, 2-amino-, (1R,2R)- (9CI)(260065-70-1)
• EPA Substance Registry System: Cycloheptanol, 2-amino-, (1R,2R)- (9CI)(260065-70-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 260065-70-1(Hazardous Substances Data)

Usage

Uses

(1R,2R)-trans-2-Aminocycloheptanol can be used as a reactant for the preparation of 4,6-difluoro-N-(1S,2S)-2-hydroxycyclohexyl-1-((6-(1-methyl-1H-pyrazol-4-yl)pyridine-3-yl)methyl)-1H-indole-3-carboxamide as a potent M1 ago-positive allosteric modulator (PAM).

Upstream product

• 260065-69-8 Acetic acid (1R,2R)-2-azido-cycloheptyl ester 
• 628-92-2 Cycloheptene 
• 125356-52-7 (1R,2R)-trans-2-azidocycloheptanol 
• 286-45-3 8-oxabicyclo[5.1.0]octane 

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.