72346-00-0

Basic information

• Product Name: (1R,2S,3S,5R)-3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
• CAS NO: 72346-00-0
• Molecular Formula: C₁₁H₁₅N₅O₃
• Molecular Weight: 265.2685
• Mol File: 72346-00-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 595.1°C at 760 mmHg
• Flash Point: 313.7°C
• Density: 1.92g/cm³
• Vapor Pressure: 5.19E-15mmHg at 25°C
• Refractive Index: 1.881
• CAS DataBase Reference: (1R,2S,3S,5R)-3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,3S,5R)-3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol(72346-00-0)
• EPA Substance Registry System: (1R,2S,3S,5R)-3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol(72346-00-0)

Safety Data

• Hazardous Substances Data: 72346-00-0(Hazardous Substances Data)

Usage

General Description

The chemical compound (1R,2S,3S,5R)-3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol is a nucleoside analog that consists of a cyclopentane ring attached to a purine base. It is known as adenosine, a nucleoside that plays a crucial role in various biochemical processes in the human body, such as energy transfer and signal transduction. Adenosine is also a component of RNA and ATP, the primary energy carrier in cells. Its structure allows it to participate in important interactions with other molecules, particularly in the context of cellular signaling and neurotransmission. Adenosine is also used in medicine as a drug to treat certain cardiac arrhythmias and as a vasodilator to improve blood flow in certain conditions.

Upstream product

• 14036-06-7 diethoxymethyl acetate 
• 72345-99-4 (+/-)-5-amino-4-<<2α,3α-dihydroxy-4α-(hydroxymethyl)-cyclopent-1α-yl>amino>-6-chloropyrimidine 
• 7129-41-1 6-oxabicyclo<3.1.0>hex-2-ene 
• 111189-94-7 {9-[(3aR,4R,6S,6aS)-6-(Benzenesulfonyl-nitro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-9H-purin-6-yl}-carbamic acid methyl ester 
• 66224-66-6 adenine 
• 61865-50-7 (+/-)-(1RS,4SR)acetic acid 4-acetylamido-cyclopent-2-enyl-methyl ester 
• 87419-91-8 (+/-)-(1α,2α,3α,5α)-3-amino-5-(hydroxymethyl)-1,2-cyclopentanediol 
• 111189-95-8 9-[(3aR,4R,6S,6aS)-6-(Benzenesulfonyl-nitro-methyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-9H-purin-6-ylamine 
• 111265-84-0 (3aR,4R,6S,6aS)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid methyl ester 
• 111189-93-6 {9-[(1R,4S)-4-(Benzenesulfonyl-nitro-methyl)-cyclopent-2-enyl]-9H-purin-6-yl}-carbamic acid methyl ester 
• 111189-92-5 Carbonic acid (1R,4S)-4-(6-methoxycarbonylamino-purin-9-yl)-cyclopent-2-enyl ester methyl ester 
• 111189-91-4 (1R,4S)-4-(6-Amino-purin-9-yl)-cyclopent-2-enol 
• 143643-01-0 (R)-4-Benzyloxymethyl-cyclopent-2-enone 
• 143643-00-9 (1R,4S)-4-Benzyloxymethyl-cyclopent-2-enol 

Relevant articles and documents

A Novel, One-Pot Ring Expansion of Cyclobutanones. Syntheses of Carbovir and Aristeromycin

A novel, one-pot ring-expansion procedure was developed using Me3S(O)I, NaH, and Sc(OTf)3. The scope and limitations were briefly examined, and a tentative mechanism was proposed. Application of the methodology to known cyclobutanone 1 provided the corresponding cyclopentanone, which was successfully advanced to (+)-carbovir and (+)-aristeromycin.

Facile Synthesis of Carbocyclic Lyxo- and Ribonucleosides

-