122442-01-7

Basic information

• Product Name: (R)-3-PYRROLIDINEACETIC ACID HCL
• Synonyms: (R)-3-PYRROLIDINEACETIC ACID HCL;(S)-3-PYRROLIDINE ACETIC ACID;(R)-3-PYRROLIDINEACETIC ACID;(3R)-Pyrrolidine-3β-acetic acid;[R,(-)]-Homo-β-proline;Pyrrolidine-3β-acetic acid;(R)-3-Pyrrolidineacetic acid hydrochloride;3-Pyrrolidineacetic acid, (3R)-
• CAS NO: 122442-01-7
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 165.62
• Product Categories: pharmacetical
• Mol File: 122442-01-7.mol

Chemical Properties

• Melting Point: 160-165 °C
• Boiling Point: 303°Cat760mmHg
• Flash Point: 137.1°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.000221mmHg at 25°C
• PKA: 4.43±0.10(Predicted)
• CAS DataBase Reference: (R)-3-PYRROLIDINEACETIC ACID HCL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-PYRROLIDINEACETIC ACID HCL(122442-01-7)
• EPA Substance Registry System: (R)-3-PYRROLIDINEACETIC ACID HCL(122442-01-7)

Safety Data

• Hazardous Substances Data: 122442-01-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-Pyrrolidineacetic acid HCl is used as a pharmaceutical compound for its potential therapeutic effects on cognitive impairment and memory deficits. Its interaction with GABA and nicotinic acetylcholine receptors in the brain suggests its potential role in enhancing cognitive functions and treating related disorders.
Used in Neuropharmacology Research:
In the field of neuropharmacology, (R)-3-Pyrrolidineacetic acid HCl is utilized as a research tool to study the mechanisms of action and potential therapeutic applications related to its interaction with brain receptor systems. This includes exploring its effects on cognitive functions and the treatment of cognitive impairments.
Used in Cognitive Enhancement Applications:
(R)-3-Pyrrolidineacetic acid HCl is employed as a cognition enhancer, with ongoing research aimed at understanding its potential to improve memory and cognitive performance. Its ability to modulate brain receptor systems suggests it may have applications in enhancing cognitive abilities in various populations, including those with cognitive impairments or in need of cognitive support.

InChI:InChI=1/C6H11NO2.ClH/c8-6(9)3-5-1-2-7-4-5;/h5,7H,1-4H2,(H,8,9);1H/t5-;/m1./s1

Upstream product

• 122408-85-9 (3R)-methyl 1-<(R)-1-phenylethyl>pyrrolidine-3-acetate hydrochloride 
• 174676-79-0 methyl (3R,1'S)-<1-(1'-phenyleth-1'-yl)-pyrrolidin-3-yl> acetate 
• 808157-10-0 ethyl (R)-(-)-3-pyrrolidineacetate 
• 717132-73-5 diethyl 3-(nitromethyl)pentanedioate 
• 175287-50-0 (S)-N-<3-ethoxycarbonyl-2(E)-propen-1-yl>-N-(1-phenyleth-1-yl)benzenesulphonylacetamide 
• 175418-41-4 methyl (3S,4S,1'S)-[3-methoxycarbonyl-2-oxo-1-(1'-phenyleth-1'-yl)pyrrolidin-4-yl]acetate 
• 175418-42-5 [(3R,4S)-4-Benzenesulfonyl-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-yl]-acetic acid methyl ester 
• 174676-77-8 (4S,1'S)-2-<2-oxo-1-(1'-phenyleth-1'-yl)pyrrolidin-4-yl>ethanol 
• 173724-92-0 (3S,4S,1'S)-4-ethenyl-3-methoxycarbonyl-1-(1'-phenylet-1'-yl)pyrrolidin-2-one 
• 97-65-4 2-methylenesuccinic acid 
• 109960-55-6 (3S)-N-<(R)-phenylethyl>-3-(hydroxymethyl)pyrrolidine 
• 109960-56-7 (3S)-1-<(R)-1-phenylethyl>-3-(chloromethyl)pyrrolidine 
• 122408-84-8 (3R)-1-<(R)-1-phenylethyl>-3-(cyanomethyl)pyrrolidine 
• 99735-46-3 methyl (3S)-1-<(R)-1-phenylethyl>-5-oxo-3-pyrrolidinecarboxylate 

Downstream Products

• 1334406-71-1 [(R)-1-(6-{tert-butoxycarbonyl-[2-(4-trifluoromethoxyphenyl)ethyl]amino}-2-methoxypyrimidin-4-yl)pyrrolidin-3-yl]acetic acid 

Relevant articles and documents

A convenient chemoenzymatic synthesis of (R)-(-) and (S)-(+)-homo-β- proline

Both enantiomers of the heterocyclic GABA analogue homo-β-proline (3-pyrrolidineacetic acid) were synthesized by a chemoenzymatic method involving the use of two enantiocomplementary enzymes in the disymmetric hydrolyses of 3-nitromethylglutaric acid diethyl ester.

A practical ex-chiral-pool synthesis of β-proline and homo-β-proline

Starting from aspartic acid an efficient synthesis of enantiomerically pure β-proline and homo-β-proline is described. The key step of the synthesis includes formation of the 1,4-biselectrophile 6, followed by rearrangement via the aziridinium intermediate 7 and ring closure to give the pyrrolidinium salt 9a which can serve as a common precursor for both target compounds.

Diastereomerically pure pyrrolidin-2-ones by intramolecular Michael reaction. Synthesis of both (S)- and (R)-3-pyrrolidineacetic acid

By intramolecular conjugate addition of their derived enolates, the amides 5 and 6 gave diastereomeric mixtures of pyrrolidin-2-ones 10,11 and 12,13, in good yield and 80:20 d.r. After chromatographic separation, the configuration of pure diastereomers wa

A convenient approach to diastereomerically pure 1,3,4-trisubstituted pyrrolidin-2-ones by intramolecular cyclisation of N-(2-alken-1-yl)amides mediated by Mn(III). An entry to both (R)- and (S)-3-pyrrolidineacetic acid

The oxidative cyclisation of a series of either (S)-N-(2-alken-1-yl)-N-(1-phenyleth-1-yl)-acetoacetamides 5a-d and methoxycarbonylacetamides 6a-b, performed by using Mn(OAc)3 · 2H2O and Cu(OAc)2 · H2O in acetic

GABA Agonists and Uptake Inhibitors. Synthesis, Absolute Stereochemistry, and Enantioselectivity of (R)-(-)- and (S)-(+)-Homo-β-proline

The cyclic analogue of 4-aminobutyric acid (GABA), 3-pyrrolidineacetic acid (homo-β-proline), is a potent agonist at GABAA receptors, it interacts effectively with GABA-uptake mechanisms, and it is a moderately potent inhibitor of GABAB/s