24587-86-8

Basic information

• Product Name: [6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]methanol
• CAS NO: 24587-86-8
• Molecular Formula: C₁₄H₁₉N₅O₃
• Molecular Weight: 305.3324
• Mol File: 24587-86-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 553°C at 760 mmHg
• Flash Point: 288.3°C
• Density: 1.7g/cm³
• Vapor Pressure: 4.58E-13mmHg at 25°C
• Refractive Index: 1.785
• CAS DataBase Reference: [6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]methanol(24587-86-8)
• EPA Substance Registry System: [6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]methanol(24587-86-8)

Safety Data

• Hazardous Substances Data: 24587-86-8(Hazardous Substances Data)

Usage

General Description

[6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]methanol is a chemical compound with the molecular formula C14H18N6O2. It is a derivative of purine and has a cyclopenta[d][1,3]dioxol-4-yl-methanol group attached to the purine ring. [6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]methanol may have potential applications in the field of pharmaceuticals or organic synthesis due to its unique structure and properties. However, further research and testing would be needed to fully understand the potential uses and implications of this chemical.

Upstream product

• 100021-11-2 (1α,2β,3α)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol 
• 66224-66-6 adenine 
• 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 
• 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 
• 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 
• 7129-41-1 6-oxabicyclo<3.1.0>hex-2-ene 
• 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 
• 74202-21-4 (1R,2R,6S,7R)-4,4-Dimethyl-9-trichloromethyl-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]decane-8-carboxylic acid ethyl ester 
• 74212-23-0 ((3aR,4S,6S,6aS)-2,2-Dimethyl-6-vinyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-carbamic acid ethyl ester 
• 100021-16-7 (+/-)-(1α,2β,3α,4α,5β)-2-azido-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol 
• 100021-23-6 (+/-)-(1β,2α,3β,4α,5α)-1-(6-amino-9H-purin-9-yl)-4,5-(dimethylmethylenedioxy)-2-<(1-imidazolylthiocarbonyl)oxy>-3-<(phenylmethoxy)methyl>cyclopentane 
• 100021-22-5 (+/-)-(1α,2β,3α,4α,5β)-2-(6-amino-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol 

Downstream Products

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

Relevant articles and documents

Synthetic Studies towards (±)-Aristeromycin and its 5′-homo-Analogue

A new synthetic pathway to the carbocyclic nucleoside analogues (±)-aristeromycin (15) and its 5′-homo-derivative (17) has been developed starting form norborn-5-en-2-one using nucleophilic substitution of a sulfonate ester group by the aglycone.

A Novel and Stereospecific Synthesis of (+/-)- and (-)-Aristeromycin

A new, efficient synthetic route to (+/-)- and (-)-aristeromycin (1) has been developed which has as its key feature the cycloaddition of singlet oxygen to 5--1,3-cyclopentadiene (8) followed by in situ reduction to give ene diol 10.This reaction has been optimized and scaled-up to give 197 g (60percent) of partially purified 10.The key intermediate azide 15 was prepared from the partially purified 10 in 56percent yield by a three-step sequence of epoxidation to give 13, reaction with NaN3, and acetonation.Azide 15 was converted by standard chemistry via adenine intermediate 22 to (+/-)-aristeromycin (1) in 31percent overall yield.Intermediate 22 was also prepared in 25percent yield by a novel and shorter sequence which involved the reaction of epoxide 13 with the sodium salt of adenine and then acetonation.Alternatively, azide 15 was resolved by conversion to its naproxen ester 26, and the (-)-isomer of 15 was converted to the known amino triol 31, thus constituting a formal synthesis of (-)-aristeromycin.