118237-82-4

Basic information

• Product Name: [(1S,4R)-4-(6-amino-9H-purin-9-yl)cyclopent-2-en-1-yl]methanol
• Synonyms: 2-cyclopentene-1-methanol, 4-(6-amino-9H-purin-9-yl)-, (1S,4R)-
• CAS NO: 118237-82-4
• Molecular Formula: C₁₁H₁₃N₅O
• Molecular Weight: 231.2538
• Mol File: 118237-82-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 516.9°C at 760 mmHg
• Flash Point: 266.4°C
• Density: 1.61g/cm³
• Vapor Pressure: 1.64E-11mmHg at 25°C
• Refractive Index: 1.804
• CAS DataBase Reference: [(1S,4R)-4-(6-amino-9H-purin-9-yl)cyclopent-2-en-1-yl]methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [(1S,4R)-4-(6-amino-9H-purin-9-yl)cyclopent-2-en-1-yl]methanol(118237-82-4)
• EPA Substance Registry System: [(1S,4R)-4-(6-amino-9H-purin-9-yl)cyclopent-2-en-1-yl]methanol(118237-82-4)

Safety Data

• Hazardous Substances Data: 118237-82-4(Hazardous Substances Data)

Upstream product

• 66224-66-6 adenine 
• 137836-49-8 Acetic acid (1R,4S)-4-(6-amino-purin-9-yl)-cyclopent-2-enylmethyl ester 
• 143643-01-0 (R)-4-Benzyloxymethyl-cyclopent-2-enone 
• 143643-00-9 (1R,4S)-4-Benzyloxymethyl-cyclopent-2-enol 

Downstream Products

• 13190-75-5 (+/-)-C-Adenosine 
• 72346-00-0 (+/-)-9-<2α,3α-dihydroxy-4α-(hydroxymethyl)cyclopent-1α-yl>adenine 

Relevant articles and documents

Synthesis of (+/-)-2',3'-Didehydro-2',3'-dideoxy Nucleosides via a Modified Prins Reaction and Palladium(0) Catalysed Coupling

Cyclopentenyl allylic acetates have been prepared in diastereoisomerically enriched form by modification of the Prins reaction.Palladium(0) catalysed coupling between these allylic acetates and a heteroaromatic base provides a highly convergent and direct route for synthesising carbocyclic 2',3'-didehydro-2',3'-dideoxy nucleosides.The method is exemplified by the coupling reaction with adenine which yields (+/-)-2',3'-didehydro-2',3'-dideoxyaristeromycin 5'-O-acetate 22 in 50percent yield.This has been converted in two steps into (+/-)-aristeromycin triacetate 5.