68327-03-7

Basic information

• Product Name: Cyclopentanol,2-amino-,(1R,2R)-(9CI)
• Synonyms: Cyclopentanol,2-amino-,(1R,2R)-(9CI);(1R,2R)-2-aMinocyclopentanol;(1R,2R)-2-aminocyclopentanol hcl
• CAS NO: 68327-03-7
• Molecular Formula: C₅H₁₁NO
• Molecular Weight: 101.15
• Product Categories: VARIOUSAMINE
• Mol File: 68327-03-7.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 179.4±33.0 °C(Predicted)
• Appearance: /
• Density: 1.084±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 14.93±0.40(Predicted)
• CAS DataBase Reference: Cyclopentanol,2-amino-,(1R,2R)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanol,2-amino-,(1R,2R)-(9CI)(68327-03-7)
• EPA Substance Registry System: Cyclopentanol,2-amino-,(1R,2R)-(9CI)(68327-03-7)

Safety Data

• Hazardous Substances Data: 68327-03-7(Hazardous Substances Data)

Usage

General Description

Cyclopentanol, 2-amino, (1R,2R)-(9CI) is a chemical compound with the molecular formula C5H11NO. It is an amino alcohol that consists of a cyclopentane ring with a hydroxyl group at the second carbon and an amino group at the first carbon. Cyclopentanol,2-amino-,(1R,2R)-(9CI) has stereochemistry specified as (1R,2R) which indicates the configuration of the chiral centers in the molecule. It is used in organic synthesis and pharmaceutical manufacturing, and it may also have potential applications in the field of medicinal chemistry. Cyclopentanol,2-amino-,(1R,2R)-(9CI) is primarily used as a building block for the synthesis of other organic compounds and is not commonly encountered in everyday consumer products.

Upstream product

• 33092-86-3 trans-2-aminocyclopentanol 
• 285-67-6 Cyclopentene oxide 
• 672310-36-0 (R,R)-2-N-benzyloxycarbonylaminocyclopentanol 
• 68327-00-4 (+/-)-trans-2-(N-Benzylamino)cyclopentanol 
• 1033605-25-2 (1S,2S)-trans-2-(N-benzyl)amino-1-cyclopentanol 
• 125356-51-6 (1S,2S)-trans-2-azidocyclopentanol 
• 198422-71-8 benzyl (1S,2S)-trans-N-(2-hydroxycyclopentyl)carbamate 
• 221110-46-9 1-azido-2-(trimethylsilyloxy)cyclopentane 
• 142-29-0 cyclopentene 
• 77644-10-1 (±)-trans-2-phthalimidocyclopentanol 
• 1360145-97-6 (1R,2R)-(-)-2-phthalimidocyclopentan-1-ol 
• 260065-68-7 (1R,2R)-trans-2-azidocyclopentyl acetate 
• 110716-79-5 (1R,2R)-trans-2-azidocyclopentanol 
• 1360145-98-7 (1S,2S)-(+)-2-phthalimido-1-acetoxy-cyclopentane 

Downstream Products

• 18721-49-8 2-phenyl-(3ar,6ac)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole 
• 5057-98-7 cis-1,2-cyclopentanediol 
• 120-92-3 cyclopentanone 
• 137328-52-0 (S,S)-N-(2-hydroxycyclopentyl)-1-isopropyl-6-methylergoline-8-carboxamide 
• 140461-56-9 7-Benzyl-2-((1R,2R)-2-hydroxy-cyclopentylamino)-1-methyl-1,7-dihydro-purin-6-one 
• 68327-04-8 (1S,2S)-2-aminocyclopentanol hydrochloride 
• 145106-43-0 (1S,2S)-trans-2-(tert-butoxycarbonylamino)cyclopentanol 
• 33092-87-4 N-(2-hydroxycyclopentyl)benzamide 

Relevant articles and documents

Enantioselective Cascade Biocatalysis for Deracemization of Racemic β-Amino Alcohols to Enantiopure (S)-β-Amino Alcohols by Employing Cyclohexylamine Oxidase and ω-Transaminase

Optically active β-amino alcohols are very useful chiral intermediates frequently used in the preparation of pharmaceutically active substances. Here, a novel cyclohexylamine oxidase (ArCHAO) was identified from the genome sequence of Arthrobacter sp. TYUT010-15 with the R-stereoselective deamination activity of β-amino alcohol. ArCHAO was cloned and successfully expressed in E. coli BL21, purified and characterized. Substrate-specific analysis revealed that ArCHAO has high activity (4.15 to 6.34 U mg?1 protein) and excellent enantioselectivity toward the tested β-amino alcohols. By using purified ArCHAO, a wide range of racemic β-amino alcohols were resolved, (S)-β-amino alcohols were obtained in >99 % ee. Deracemization of racemic β-amino alcohols was conducted by ArCHAO-catalyzed enantioselective deamination and transaminase-catalyzed enantioselective amination to afford (S)-β-amino alcohols in excellent conversion (78–94 %) and enantiomeric excess (>99 %). Preparative-scale deracemization was carried out with 50 mM (6.859 g L?1) racemic 2-amino-2-phenylethanol, (S)-2-amino-2-phenylethanol was obtained in 75 % isolated yield and >99 % ee.

Cyclic trans-β-amino alcohols: Preparation and enzymatic kinetic resolution

Enantioenriched cyclic β-amino alcohols, trans-2-aminocyclohexanols (ee, >99%), trans-2-aminocyclopentanols (ee, >99%), trans-1-amino-2- indanols (ee, >99%) and trans-2-amino-1-indanols (ee, ～98%) were prepared in high yields via an Arthrobacter sp. Lipase/PLAP catalyzed kinetic resolution of racemic phthalimido acetates. The addition of toluene as a co-solvent dramatically improved the hydrolysis and enantioselectivity, whereas for indanols, substrate immobilization on Celite improved the efficacy of the kinetic resolution.

cis-Cyclopentyl PNA (cpPNA) as constrained chiral PNA analogues: stereochemical dependence of DNA/RNA hybridization.

DNA/RNA hybridization studies of PNA-T oligomers with cis-(1S,2R/1R,2S)-cyclopentyl units in the backbone show stereochemistry dependent binding with RNA/DNA discrimination.