182076-49-9

Basic information

• Product Name: (R)-(+)-1-BENZYLPYRROLIDINE-2-METHANOL
• Synonyms: (R)-1-BENZYL-PROLINOL;(R)-1-(Phenylmethyl)-2-pyrrolidinemethanol;2-Pyrrolidinemethanol, 1-(phenylmethyl)-, (2R)-;1-N-Benzyl-D-prolinol
• CAS NO: 182076-49-9
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.27
• Mol File: 182076-49-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 313.3 °C at 760 mmHg
• Flash Point: 132.8 °C
• Appearance: /
• Density: 1.082
• Vapor Pressure: 0.000213mmHg at 25°C
• Refractive Index: n20/D 1.541
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (R)-(+)-1-BENZYLPYRROLIDINE-2-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1-BENZYLPYRROLIDINE-2-METHANOL(182076-49-9)
• EPA Substance Registry System: (R)-(+)-1-BENZYLPYRROLIDINE-2-METHANOL(182076-49-9)

Safety Data

• WGK Germany: 3
• F: 10-34
• Hazardous Substances Data: 182076-49-9(Hazardous Substances Data)

Usage

General Description

(R)-(+)-1-BENZYLPYRROLIDINE-2-METHANOL is a chemical compound with the molecular formula C13H17NO. It is a chiral molecule consisting of a pyrrolidine ring and a benzyl group. (R)-(+)-1-BENZYLPYRROLIDINE-2-METHANOL is commonly used in organic synthesis as a chiral auxiliary in asymmetric synthesis reactions. It can also be utilized as a building block in the preparation of various pharmaceutical intermediates. The (R)-(+)-enantiomer of 1-BENZYLPYRROLIDINE-2-METHANOL is particularly valuable in the production of chiral drugs and has applications in the pharmaceutical industry. Additionally, it exhibits potential biological activity and may have uses in biochemical research and drug discovery.

InChI:InChI=1/C12H17NO/c14-10-12-7-4-8-13(12)9-11-5-2-1-3-6-11/h1-3,5-6,12,14H,4,7-10H2/t12-/m1/s1

Upstream product

• 344-25-2 D-Prolin 
• 68832-13-3 D-prolinol 
• 100-39-0 benzyl bromide 

Downstream Products

• 1354017-94-9 (3S)-1-benzyl-3-chloropiperidine 
• 916483-55-1 tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride 
• 916483-61-9 5-{[(2R)-1-benzylpyrrolidin-2-yl]methoxy}-7-ethoxyquinazolin-4(3H)-one 
• 1186302-16-8 1'-[3-(1-benzylpyrrolidin-2-yl-methoxy)propyl]spiro[isobenzofuran-1(3H),4'-piperidine] 
• 1027163-67-2 (1-cyclohexyl-pyrrolidin-2-ylmethyl)-carbamic acid tert-butyl ester 
• 342876-82-8 (S)-N-(1-benzyl-2-pyrrolidinylmethyl)-tert-butoxycarbamide 
• 101540-53-8 (S)-1-benzyl-2-pyrrolidinylmethylamine 

Relevant articles and documents

Understanding the Alkylation Mechanism of 3-Chloropiperidines – NMR Kinetic Studies and Isolation of Bicyclic Aziridinium Ions

The present study describes the kinetic analysis of the 3-chloropiperidine alkylation mechanism. These nitrogen mustard-based compounds are expected to react via a highly electrophilic bicyclic aziridinium ion, which is readily attacked by nucleophiles. Halide abstraction using silver salts with weakly coordinating anions lead to the isolation of these proposed intermediates, whereas their structure was confirmed by single crystal XRD. Kinetic studies of the aziridinium ions also revealed notable reactivity differences of the C5 gem-methylated compounds and their unmethylated counterparts. The observed reactivity trends were also reflected by NMR studies in aqueous solution and DNA alkylation experiments of the related 3-chloropiperidines. Therefore, the underlying Thorpe-Ingold effect might be considered as another option to adjust the alkylation activity of these compounds.

PENEM DERIVATIVES AND ANTIMICROBIAL AGENT CONTAINING THE SAME

A penem derivative represented by the following formula (I): wherein R1represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted alkenylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic thio group, a substituted or unsubstituted acylthio group, a mercapto group or a hydrogen atom, and R2represents a hydrogen atom or a carboxyl-protecting group; or a pharmacologically acceptable salt thereof. The compound (I) exhibits strong antibacterial activities, and especially, shows strong activities against MRSA. It is therefore useful not only as a general antibacterial agent but also as an antibacterial agent for MRSA against which no general antibacterial agents are recognized to be effective.