32635-39-5

Basic information

• Product Name: Cyclopentanol, 2-(1-pyrrolidinyl)-, trans- (8CI,9CI)
• Synonyms: Cyclopentanol, 2-(1-pyrrolidinyl)-, trans- (8CI,9CI);(1R,2R)-2-pyrrolidin-1-ylcyclopentanol(SALTDATA: FREE);trans-2-Pyrrolidin-1-ylcyclopentanol
• CAS NO: 32635-39-5
• Molecular Formula: C₉H₁₇NO
• Molecular Weight: 155.23738
• Product Categories: CYCLOPENTANE
• Mol File: 32635-39-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 34.5-35.5 °C
• Boiling Point: 100-104 °C(Press: 1.2 Torr)
• Appearance: /
• Density: 1.115±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 14.94±0.40(Predicted)
• CAS DataBase Reference: Cyclopentanol, 2-(1-pyrrolidinyl)-, trans- (8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanol, 2-(1-pyrrolidinyl)-, trans- (8CI,9CI)(32635-39-5)
• EPA Substance Registry System: Cyclopentanol, 2-(1-pyrrolidinyl)-, trans- (8CI,9CI)(32635-39-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 32635-39-5(Hazardous Substances Data)

Usage

General Description

Cyclopentanol, 2-(1-pyrrolidinyl)-, trans- (8CI,9CI) is a chemical compound with the molecular formula C10H17NO. It is also known as trans-2-pyrrolidinylcyclopentanol. Cyclopentanol, 2-(1-pyrrolidinyl)-, trans- (8CI,9CI) is used in the pharmaceutical industry as an intermediate in the synthesis of various drugs and chemicals. It has potential applications in the development of new therapeutic agents and medicinal products. Cyclopentanol, 2-(1-pyrrolidinyl)-, trans- (8CI,9CI) is a colorless liquid with a characteristic odor and is soluble in water and other organic solvents. It is important to handle this chemical with care and follow safety precautions when working with it in a laboratory or industrial setting.

Upstream product

• 123-75-1 pyrrolidine 
• 285-67-6 (1S,5R)-6-Oxa-bicyclo[3.1.0]hexane 
• 109433-60-5 dimethyl trans-(2-morpholinocyclopentyl)boronate 
• 7148-07-4 1-pyrrolidinocyclopent-1-ene 
• 285-67-6 Cyclopentene oxide 

Downstream Products

• 67450-59-3 N-(3,4-Dichloro-phenyl)-N-((1R,2R)-2-pyrrolidin-1-yl-cyclopentyl)-propionamide 
• 67440-77-1 (3,4-Dichloro-phenyl)-((1S,2S)-2-pyrrolidin-1-yl-cyclopentyl)-amine 

Relevant articles and documents

Optimisation of the Anti-Trypanosoma brucei Activity of the Opioid Agonist U50488

Screening of the Sigma-Aldrich Library of Pharmacologically Active Compounds (LOPAC) against cultured Trypanosoma brucei, the causative agent of African sleeping sickness, resulted in the identification of a number of compounds with selective antiproliferative activity over mammalian cells. These included (+)-(1R,2R)-U50488, a weak opioid agonist with an EC50 value of 59nM as determined in our T.brucei invitro assay reported previously. This paper describes the modification of key structural elements of U50488 to investigate structure-activity relationships (SAR) and to optimise the antiproliferative activity and pharmacokinetic properties of this compound.

Microwave-enhanced bismuth triflate-catalyzed epoxide opening with aliphatic amines

In the presence of a catalytic amount of Bi(OTf)3·4H2O and under microwave irradiation, neat mixtures of epoxides and amines afforded smoothly the corresponding 2-amino alcohols. A wide variety of aliphatic amines were reacted with cycloalkene oxide, styrene oxide, and stilbene oxide. The reaction proceeded rapidly and afforded the 2-amino alcohols in high up to quantitative yields. All products could be obtained without aqueous work-up by simple filtration.

Boranes in Synthesis. 5. The Hydroboration of Enamines with Mono- and Dialkylboranes. Asymmetric Synthesis of β-Amino Alcohols of Moderate Enantiomeric Purity from Aldehyde Enamines

The hydroboration of both acyclic and cyclic aldehyde and ketone enamines with such representative mono- and dialkylboranes as thexylborane and dicyclohexylborane, followed by an oxidative workup, yields the corresponding β-amino alcohols in good to excellent isolated yields.The hydroboration of ketone and aldehyde enamines with the asymmetric hydroboration reagents monoisopinocampheylborane (dIpeBH2) and diisopinocampheylborane (dIpc2BH) was also investigated. dIpc2BH is highly effective for the asymmetric hydroboration of acyclic aldehyde enamines, such as 1-(4-morpholino)-3-phenyl-1-propene and 1-(1-pyrrolidino)-1-octene.Oxidation of the intermediate trialkylborane furnishes the corresponding β-amino alcohols in 50-86percent ee.The stereogenic center of the carbinol carbon is consistently enriched in the R-enantiomer when dIpc2BH prepared from (+)-α-pinene is used as the hydroboration reagent.The enantiomeric excesses of the β-amino alcohols synthesized in this study were determined by HPLC using a chiral stationary phase.The absolute configuration of some of the β-amino alcohols synthesized in this study were determined by chiral HPLC comparison with authentic β-amino alcohols prepared from chiral epoxides of known absolute configuration.