721884-82-8

Basic information

• Product Name: (1R,3R)-3-AMINO-CYCLOHEXANOL
• Synonyms: (1R,3R)-3-AMINO-CYCLOHEXANOL;Cyclohexanol, 3-amino-, (1R,3R)-;(1R,3R)-3-aminocyclohexan-1-ol;(1R,3R)-3-Aminocyclohexan-1-ol hydrochloride;(1R,3R)-3-Aminocyclohexanol(WX600038)
• CAS NO: 721884-82-8
• Molecular Formula: C₆H₁₃NO
• Molecular Weight: 115.17
• Mol File: 721884-82-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R,3R)-3-AMINO-CYCLOHEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3R)-3-AMINO-CYCLOHEXANOL(721884-82-8)
• EPA Substance Registry System: (1R,3R)-3-AMINO-CYCLOHEXANOL(721884-82-8)

Safety Data

• Hazardous Substances Data: 721884-82-8(Hazardous Substances Data)

Usage

General Description

"(1R,3R)-3-AMINO-CYCLOHEXANOL" is a chemical compound with the molecular formula C6H13NO. It is a cyclohexanol derivative containing an amino group, which gives it its specific properties and potential applications. The compound has a unique stereochemistry, with a 1R and 3R configuration. It can be used in organic synthesis, as a chiral auxiliary in asymmetric reactions, and in pharmaceutical research for the development of new drugs. Its cyclohexane ring and amine group make it a versatile molecule with potential applications in various fields, including medicine and materials science.

Upstream product

• 750649-39-9 ((1R,3R)-3-hydroxycyclohexyl)carbamic acid benzyl ester 
• 721884-88-4 (R,R)-3-benzylaminocyclohexanol 
• 6850-39-1 3-aminocyclohexanol 
• 13941-94-1 (R,R)-3-benzylamidocyclohexanol 
• 13941-94-1 (rac)-trans-1-(3-hydroxycyclohexyl)benzamide 
• 6850-39-1 (+/-)-trans-3-aminocyclohexanol 
• 106729-79-7 (+/-)-cis-2-(3-hydroxycyclohexyl)isoindole-1,3-dione 
• 750649-39-9 (+/-)-trans-(3-hydroxycyclohexyl)carbamic acid benzyl ester 
• 750649-42-4 acetic acid (1R,3R)-3-(benzyloxycarbonylamino)cyclohexyl ester 

Downstream Products

• 1315499-76-3 C₁₉H₂₀N₄O₅S 
• 1315497-35-8 (1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol 
• 1315497-36-9 (1R,3R)-3-(2-methyl-6-(phenylsulfonyl)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexanol 
• 1418002-96-6 (1R,3R)-3-(3-nitro-[1,5]naphthyridin-4-ylamino)-cyclohexanol 
• 1418002-97-7 (1R,3R)-3-(3-amino-[1,5]naphthyridin-4-ylamino)-cyclohexanol 
• 1418002-17-1 C₁₆H₁₈N₄O 
• 1315491-19-0 (1R,3R)-3-(2-((R)-1-hydroxyethyl)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexanol 
• 1315499-77-4 C₂₂H₂₄N₄O₄S 
• 1397342-59-4 (1R,3R)-3-(5,5,6,6-Tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ6-[1,4,3]oxathiazin-2-ylamino)cyclohexanol 

Relevant articles and documents

Asymmetric Phase-Transfer Catalytic aza-Michael Addition to Cyclic Enone: Highly Enantioselective and Diastereoselective Synthesis of Cyclic 1,3-Aminoalcohols

The highly enantioselective aza-Michael reaction of tert-butyl β-naphthylmethoxycarbamate to cyclic enones has been accomplished by using a new cinchona alkaloid derived C(9)-urea ammonium catalyst under phase-transfer catalysis conditions with up to 98% ee at 0 °C. The resulting aza-Michael adducts can be converted to versatile intermediates by selective deprotection and the cyclic 1,3-aminoalcohols by diastereoselective reduction with up to 32:1, which have been widely used as important pharmacophores in pharmaceutical development.

Resolution of trans-3-aminocyclohexanol

(R,R)- and (S,S)-trans-3-Aminocyclohexanol were prepared via an enzymatic resolution of (±)-trans-1-acetoxy-3-benzylamido-cyclohexane with >95% enantiomeric excess.