696-67-3

Basic information

• Product Name: (1R)-2-Cyclopentene-1α-acetic acid
• Synonyms: (1R)-2-Cyclopentene-1α-acetic acid;[R,(-)]-2-Cyclopentene-1-acetic acid
• CAS NO: 696-67-3
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 0
• Mol File: 696-67-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R)-2-Cyclopentene-1α-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-2-Cyclopentene-1α-acetic acid(696-67-3)
• EPA Substance Registry System: (1R)-2-Cyclopentene-1α-acetic acid(696-67-3)

Safety Data

• Hazardous Substances Data: 696-67-3(Hazardous Substances Data)

Upstream product

• 161266-92-8 (R)-Cyclopent-2-enyl-acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 

Downstream Products

• 19915-11-8 (3aRS,6aSR)-hexahydro-2(1H)-pentalenone 
• 29106-32-9 (-)-(S)-13-(cyclopent-2-en-1-yl)tridecanoic acid 
• 571170-77-9 laropiprant 
• 571170-92-8 [4-(4-chloro-benzyl)-7-fluoro-5-methanesulfonyl-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl]-acetic acid methyl ester 
• 828932-39-4 2-[(1R)-cyclopent-2-en-1-yl]-N-(2,6-dibromo-4-fluorophenyl)acetamide 
• 828932-42-9 (3aR,6aS)-1-(2,6-dibromo-4-fluorophenyl)-3,3a,4,6a-tetrahydrocyclopenta[b]pyrrol-2(1H)-one 

Relevant articles and documents

A simple preparation of (R)-(2-cyclopentenyl)acetic acid and (R)-(2-cyclohexenyl)acetic acid using β-diastereoselective radical cyclization in the presence of Lewis acid

The alkenyl radical generated from (-)-8-phenylmenthyl 7-iodo-2,6-heptadienoate smoothly cyclized to afford (R)-(2-cyclopentenyl)acetate with 88% de in 90% yield. (R)-(2-Cyclohexenyl)acetate was also obtained with 84% de in 72% yield under the same conditions. The presence of Lewis acid is essential for high diastereoselectivity and chemical yield.