68715-64-0

Basic information

• Product Name: 2-amino-4-(hydroxymethyl)cyclopentanol
• CAS NO: 68715-64-0
• Molecular Formula: C₆H₁₃NO₂
• Molecular Weight: 131.1729
• Mol File: 68715-64-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 266.7°C at 760 mmHg
• Flash Point: 115.1°C
• Density: 1.172g/cm³
• Vapor Pressure: 0.00116mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: 2-amino-4-(hydroxymethyl)cyclopentanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-4-(hydroxymethyl)cyclopentanol(68715-64-0)
• EPA Substance Registry System: 2-amino-4-(hydroxymethyl)cyclopentanol(68715-64-0)

Safety Data

• Hazardous Substances Data: 68715-64-0(Hazardous Substances Data)

Usage

Alias

Aminocyclitol

Chemical Structure

Cyclopentane-based molecule
Contains an amino group ($\textNH2$) and a hydroxymethyl group ($\textCH2\textOH$)

Properties

Biological Activity: Exhibits antibacterial and antifungal properties
Therapeutic Potential: Studied for potential therapeutic applications
Chemical Reactivity: Serves as an important target for chemical synthesis

Applications

Organic Chemistry: Widely used in organic chemistry research
Pharmaceutical Research: Investigated for drug discovery and development

Significance

Natural Products: Present in natural products, indicating potential bioactivity
Medicinal Chemistry: Important for drug design and development in medicinal chemistry

Research Focus

Chemical Biology: Subject of study in the field of chemical biology for its biological and synthetic properties

Upstream product

• 152279-17-9 (cis)-methyl 4-aminocyclopent-2-enecarboxylate 
• 23722-94-3 (+/-)-(1β,2β,4β)-3-hydroxy-4-hydroxymethylcyclopentanecarboxamide 
• 68715-63-9 (1R,3R,4S)-3-Acetoxy-4-chlorocarbonyl-cyclopentanecarboxylic acid methyl ester 
• 68715-61-7 (1R*,3R*,4R*)-methyl 4-acetyloxy-3-carboxycyclopentane-1-carboxylate 
• 23722-84-1 (+/-)-(1β,3β,4β)-4-acetoxy-1,3-cyclopentanedicarboxylic acid anhydride 
• 68715-59-3 (+/-)-(1β,3β,4β)-4-acetoxy-1,3-cyclopentanedicarboxylic acid 
• 23722-86-3 (+/-)-methyl (1β,3β,4β)-3-acetoxy-4-carbamoylcyclopentanecarboxylate 

Downstream Products

• 23722-96-5 (+/-)-6-Chlor-5-amino-4-(2trans-hydroxy-4cis-hydroxymethyl-cyclopentyl-ref-amino)-pyrimidin 
• 62102-30-1 (+/)-3-ethoxy-N-carbamoyl>propenamide 
• 23722-97-6 (1R*,2R*,4S*)-2-(6-Amino-9H-purin-9-yl)-4-(hydroxymethy)lcyclopentanol 
• 106762-91-8 (+/-)-(1α,3α,4β)-3-(5,7-diamino-3H-1,2,3-triazolo<4,5-d>pyrimidin-3-yl)-4-hydroxycyclopentanemethanol 
• 106762-89-4 (+/-)-5-amino-3,6-dihydro-3-<(1α,2β,4α)-2-hydroxy-4-(hydroxymethyl)cyclopentyl>-7H-1,2,3-triazolo<4,5-d>pyrimidin-7-one 
• 106762-84-9 (1R,2R,4S)-2-[2-Amino-6-chloro-5-(4-chloro-phenylazo)-pyrimidin-4-ylamino]-4-hydroxymethyl-cyclopentanol 
• 62102-31-2 (+/)-<(1β,2β,4β)-2-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione 
• 78795-26-3 (+/-)-1-<(1α,2β,4α)-2-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-methyl-2,4-(1H,3H)pyrimidinedione 

Relevant articles and documents

(±)-3'-Deoxyaraaristeromycin via a surprising rearrangement

Hydrolysis of (±)-3β-acetoxy-4α-benzamido-1α-cyclopentanemethyl acetate (5) with 6 N hydrochloric acid has been found to give an amine in which the configuration at C-3 has been inverted. This conclusion was reached following conversion of the amine into (±)-3'-deoxyaraaristeromycin (8) by following a standard adenine formation process of (i) reaction with 5-amino-4,6-dichloropyrimidine, (ii) ring closure with diethoxymethyl acetate, and (iii) ammonolysis. Use of basic hydrolysis conditions with 5 led to the expected (±)-3'-deoxyaristeromycin (7).