69919-17-1

Usage

Uses

Used in Pharmaceutical Industry:
(1R,4S)-methyl 4-acetamidocyclopent-2-enecarboxylate is used as an intermediate in the synthesis of pharmaceuticals for its ester functional group, which is crucial in creating various drug molecules.
Used in Agrochemical Industry:
(1R,4S)-methyl 4-acetamidocyclopent-2-enecarboxylate is used as a building block in the development of agrochemicals, potentially contributing to the creation of new pesticides or herbicides.
Used in Material Science:
(1R,4S)-methyl 4-acetamidocyclopent-2-enecarboxylate is used in material science for its potential to contribute to the development of new materials with specific properties, such as polymers or composites, due to its unique molecular structure and functional groups.

Upstream product

• 108-24-7 acetic anhydride 
• 77745-25-6 cis-4-amino-2-cyclopentenecarboxylic acid methyl ester hydrochloride 
• 67-56-1 methanol 
• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 30213-23-1 meso-cyclopent-4-ene-1,3-dicarboxylic acid 
• 49805-30-3 racemic 2-azabicyclo[2.2.1]hept-5-en-3-one 
• 102579-71-5 cis-4-amino-cyclopent-2-ene-1-carboxylic acid 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 152279-17-9 (cis)-methyl 4-aminocyclopent-2-enecarboxylate 
• 546-67-8 lead(IV) tetraacetate 

Downstream Products

• 169104-29-4 Acetic acid (1R,4S)-4-acetylamino-cyclopent-2-enylmethyl ester 
• 69979-44-8 (1S,2S,3S,5S)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diol 
• 106707-52-2 (1β,2β,3α,5α)-5-Amino-3-hydroxymethyl-1,2-cyclopentanediol 
• 50619-37-9 (+)-(1S,2R,3S,4S)-4-amino-2,3-dihydroxy-1-hydroxymethyl cyclopentane 
• 13190-81-3 N-((1S,3R,4S)-2,3-Dihydroxy-4-hydroxymethyl-cyclopentyl)-acetamide 
• 65942-42-9 N-((1R,4S)-4-Hydroxymethyl-cyclopent-2-enyl)-acetamide 
• 172721-00-5 (+/-)-trans-4-(2-amino-6-chloro-9-H-purin-9-yl)-2-cyclopentene-1-methanol 
• 128131-83-9 (+/-)-(trans)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol 
• 85026-59-1 (-)-(1R,2R,3S,4R)-4-amino-2,3-dihydroxy-1-(hydroxymethyl)cyclopentane 
• 141352-47-8 (1S,4R)-4-(benzyloxycarbonylamino)-2-cyclopentene-1-carboxylic acid methyl ester 
• 102579-71-5 (-)-(1S, 4R)-4-amino-2-cyclopentene-1-carboxylic acid 
• 141352-48-9 (1S,4R)-4-(benzyloxycarbonylamino)-2-cyclopentene-1-methanol 
• 13190-81-3 N-((1R,3S,4R)-2,3-Dihydroxy-4-hydroxymethyl-cyclopentyl)-acetamide 
• 50619-37-9 (-)-(1R,2S,3R,4R)-4-amino-2,3-dihydroxy-1-hydroxymethyl cyclopentane 

Relevant academic research and scientific papers

Substituent and solvent effects in the 1,3-dipolar cycloadditions for synthesis of anti-influenza agent peramivir and its analog

Influenza remains a health problem to humans. Peramivir is a FDA approved anti-influenza drug targeting the virus neuraminidase. The (3 + 2) cycloaddition reaction of 2-ethylbutanenitrile oxide with the cyclopentene dipolarophile derived from Vince lactam is a key step in the conventional synthesis of peramivir. Our study showed that conducting the (3 + 2) cycloaddition reactions with either aliphatic or aromatic nitrile oxide in hexane solution provided high percentage of the desired regioisomer, and the N-substituent having electron-withdrawing property is also beneficial to the regioselectivity. This study also demonstrated an alternative synthetic pathway of (?)-peramivir and the analog having a phenyl group in place of the 3-pentyl moiety.

The Enantioselective Synthesis of an Important Intermediate to the Antiviral, (-)-Carbovir

Two new routes to the important intermediate (-)-8 for the carbocyclic-based nucleosides are reported.The intermediate (-)-8 has also been synthesised in high enantiomeric excess via an enzymatic resolution of the racemic amide (+)-8 or an enzymatic enantiotopic hydrolysis of the meso diester 12.

Biocatalytical Transformations. IV. Enantioselective Enzymatic Hydrolyses of Building Blocks for the Synthesis of Carbocyclic Nucleosides

Enantiomerically pure alkyl (1S,4R)- and (1R,4S)-4-acetamido-cyclopent-2-ene-carboxylates are obtained from their corresponding racemates by hydrolysis with PLE or the lipase from Candida cylindracea.