130931-84-9

Basic information

• Product Name: (1S,4R)-4-AMinocyclopent-2-enecarboxylic acid hydrochloride
• Synonyms: -4-Aminocyclopent-2-enecarboxylic acid hydrochloride
• CAS NO: 130931-84-9
• Molecular Formula: C₆H₉NO₂*ClH
• Molecular Weight: 163.6021
• Mol File: 130931-84-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (1S,4R)-4-AMinocyclopent-2-enecarboxylic acid hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4R)-4-AMinocyclopent-2-enecarboxylic acid hydrochloride(130931-84-9)
• EPA Substance Registry System: (1S,4R)-4-AMinocyclopent-2-enecarboxylic acid hydrochloride(130931-84-9)

Safety Data

• Hazardous Substances Data: 130931-84-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(1S,4R)-4-Aminocyclopent-2-enecarboxylic acid hydrochloride is used as a building block in organic synthesis for the preparation of various biologically active compounds. Its unique structure with a cyclopentene ring, carboxylic acid group, and amino group allows for versatile chemical reactions and modifications, contributing to the synthesis of diverse organic molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (1S,4R)-4-Aminocyclopent-2-enecarboxylic acid hydrochloride is used as a key intermediate for the development of potential drug candidates. Its ability to form stable derivatives and improve solubility makes it a valuable component in the design and synthesis of new pharmaceuticals with potential therapeutic applications.
Used in Pharmaceutical Applications:
(1S,4R)-4-Aminocyclopent-2-enecarboxylic acid hydrochloride is used as a pharmaceutical compound in the development of drug candidates. Its improved stability and solubility in the hydrochloride salt form make it suitable for formulation and administration in various dosage forms, enhancing its potential as a therapeutic agent.
Used in Drug Development:
In the drug development industry, (1S,4R)-4-Aminocyclopent-2-enecarboxylic acid hydrochloride is used as a starting material for the synthesis of novel drug molecules. Its unique structural features and reactivity enable the creation of new chemical entities with potential therapeutic benefits, contributing to the advancement of pharmaceutical research and innovation.

InChI:InChI=1/C6H9NO2.ClH/c7-5-2-1-4(3-5)6(8)9;/h1-2,4-5H,3,7H2,(H,8,9);1H/t4-,5+;/m1./s1

Upstream product

• 151907-79-8 (1S-cis)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid 
• 229613-83-6 (–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 
• 79200-56-9 (-)-2-azabicyclo[2.2.1]hept-5-en-3-one 

Downstream Products

• 151907-79-8 (1S-cis)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid 
• 168683-02-1 (1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate 
• 229613-83-6 (–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 

Relevant articles and documents

Novel Tricyclic Compounds

The invention provides a compound of Formula (I) pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological and oncological conditions.

Enzymatic method for the synthesis of blockbuster drug intermediates - Synthesis of five-membered cyclic γ-amino acid and γ-lactam enantiomers

A very efficient enzymatic method was developed for the synthesis of cyclic γ-lactam and γ-amino acid enantiomers, intermediates for drugs with a prominent turnover (e.g., abacavir and carbovir), through the CAL-B-catalysed enantioselective (E > 200) hydrolysis of the corresponding N-Boc protected and unprotected racemic γ-lactams with H2O in iPr2O. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Substituted cyclopentane and cyclopentene compounds useful as neuraminidase inhibitors

Compounds I-III wherein U is CH, O, or S; Z is mono- or di-substituted carbon; R is (CH2)nCO2H, (CH2)nSO3H, (CH2)nPO3H2, (CH2)nNO2, CH(SCH3)3, esters; R1 is H, hydroxyalkyl, aminoalkyl, alkoxyalkyl; RR1 is O; n is 0-4; R2, R3 is H, hydroxyalkyl, aminoalkyl, alkoxyalkyl, haloalkyl; R4 is (CH2)nOH, (CH2)nNH2, substituted alkyl were prepd. as neuraminidase inhibitors. Thus, (1R,3R,4R,1′S)-(?)-(1′-acetylamino-2 ′-ethyl)butyl-4-(aminoimino)methylaminocyclopentan-1-carboxylic acid was prepd. and tested in vitro as neuraminidase inhibitor (IC501μM).

Potential Use of Carbocyclic Nucleosides for the Treatment of AIDS: Chemo-enzymatic Syntheses of the Enantiomers of Carbovir

The lactam (1R,4S)-2-azabicyclohept-5-en-3-one , derived by whole cell enantiospecific hydrolysis of the racemate was converted into (-)-carbovir (-)-1 in ten steps.Lipase catalysed acetylation of 4-cis-hydroxycyclopent-2-enylmethyl tripheny