40525-77-7

Basic information

• Product Name: 3-Amino-cyclohexanol
• Synonyms: Cyclohexanol, 3-aMino-,(1R,3R)-rel-
• CAS NO: 40525-77-7
• Molecular Formula: C₆H₁₃NO
• Molecular Weight: 115.17
• Mol File: 40525-77-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 94-95 °C
• Boiling Point: 201.1 °C at 760 mmHg
• Flash Point: 75.4 °C
• Appearance: /
• Density: 1.037 g/cm³
• PKA: 15.09±0.40(Predicted)
• CAS DataBase Reference: 3-Amino-cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-cyclohexanol(40525-77-7)
• EPA Substance Registry System: 3-Amino-cyclohexanol(40525-77-7)

Safety Data

• Hazardous Substances Data: 40525-77-7(Hazardous Substances Data)

Usage

General Description

3-Amino-cyclohexanol is a chemical compound with the molecular formula C6H13NO. It is a cyclic compound containing a cyclohexane ring with a hydroxyl group and an amino group attached to it. 3-Amino-cyclohexanol is commonly used in organic synthesis and pharmaceutical research. It has potential applications in the synthesis of various pharmaceutical intermediates and as a building block for the production of chiral ligands and catalysts. Its unique structural features make it a valuable building block for the synthesis of diverse biologically active compounds. Additionally, 3-Amino-cyclohexanol has been investigated for its potential use in the development of new drugs and therapeutic agents.

Upstream product

• 57376-99-5 (+/-)-N-(cis-3-hydroxy-cyclohexyl)-acetamide 
• 591-27-5 m-Hydroxyaniline 
• 5220-49-5 3-amino-cyclohex-2-enone 
• 106729-79-7 (+/-)-cis-2-(3-hydroxycyclohexyl)isoindole-1,3-dione 
• 13941-94-1 (rac)-trans-1-(3-hydroxycyclohexyl)benzamide 

Downstream Products

• 102653-17-8 (+/-)-trans-1-acetoxy-3-acetylamino-cyclohexane 
• 102653-17-8 cis-3-acetamidocyclohexyl acetate 
• 91470-37-0 2-oxa-4-aza-bicyclo[3.3.1]nonan-3-one 
• 15676-77-4 cis-3-Tritylamino-cyclohexanol 
• 15676-77-4 trans-3-Tritylamino-cyclohexanol 
• 101265-14-9 (+/-)-N-(cis-3-hydroxy-cyclohexyl)-N'-phenyl-urea 
• 13941-94-1 (rac)-cis-1-(3-hydroxycyclohexyl)benzamide 
• 6890-03-5 cis-3-N,N-dimethylaminocyclohexanol 
• 1315489-74-7 cis-3-(2-methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexanol 
• 1315489-73-6 cis-3-(2-methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexanol 

Relevant articles and documents

Resolution of N-protected cis- and trans-3-aminocyclohexanols via lipase-catalyzed enantioselective acylation in organic media

The enzymatic acylation of N-protected cis-and trans-1,3-aminocyclohexanols using lipases in organic solvents is described. By modifying certain reaction parameters such as the solvent, the lipase and the N-protecting group, it is possible to achieve high enantioselectivities and to obtain enantiomerically pure 3-aminocyclohexanols. The influence of the N-protecting group and the conformation of the substrate on the reaction rate was also studied.

Convenient Procedure for the Reduction of β-Enamino Ketones: Synthesis of γ-Amino Alcohols and Tetrahydro-1,3-oxazines

γ-Amino alcohols 3 can be easily synthesized in very good yields by reduction of enaminones 1 with Na in PrOH-tetrahydrofuran.The reaction is fast, easy to perform, inexpensive and the easily accesible starting materials provide a convenient entry to γ-amino alcohols.The relative configuration assignment of the diastereomeric γ-amino alcohols obtained has been established by 1H and 13C NMR studies and unequivocally assigned by their cyclic tetrahydro-1,3-oxazine derivatives 4.