151765-20-7

Basic information

• Product Name: (1S,5S)-5-(HYDROXYMETHYL)CYCLOPENT-2-ENOL
• Synonyms: (1S,5S)-5-(HYDROXYMETHYL)CYCLOPENT-2-ENOL;(1S,2S)-2-Hydroxy-3-cyclopentene-1-Methanol;(1S-cis)-2-Hydroxy-3-cyclopentene-1-Methanol;(1S,5S)-5-(hydroxymethyl)cyclopent-2-en-1-ol
• CAS NO: 151765-20-7
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.1424
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 151765-20-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Solubility: Ethyl Acetate, Methanol
• CAS DataBase Reference: (1S,5S)-5-(HYDROXYMETHYL)CYCLOPENT-2-ENOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,5S)-5-(HYDROXYMETHYL)CYCLOPENT-2-ENOL(151765-20-7)
• EPA Substance Registry System: (1S,5S)-5-(HYDROXYMETHYL)CYCLOPENT-2-ENOL(151765-20-7)

Safety Data

• Hazardous Substances Data: 151765-20-7(Hazardous Substances Data)

Usage

Uses

(1S,2S)-2-Hydroxy-3-cyclopentene-1-Methanol can be used in the enantioselective synthesis of a variety of inhibitors and antiviral agents.

Upstream product

• 1005006-70-1 [3(1R,2S),4R]-4-benzyl-3-(2-hydroxycylopent-3-enecarbonyl)oxazolidin-2-one 

Downstream Products

• 1007125-98-5 O-[(4aS,6S,7S,7aR)-6-({[(1S)-2,3-dihydro-1H-inden-1-ylamino]-pyrimidin-4-yl}-methyl)-2-(4-methoxyphenyl)hexahydrocyclopenta[d][1,3]dioxin-7-yl]-O-phenyl thiocarbonate 
• 1007125-97-4 (4aS,6S,7S,7aR)-6-({6-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-pyrimidin-4-yl}-methyl)-2-(4-methoxyphenyl)hexahydrocyclopenta[d][1,3]dioxin-7-ol 
• 1007124-98-2 (4aS,6R,7aS)-2-(4-methoxyphenyl)hexahydrocyclopenta[d][1,3]dioxin-6-amine 
• 1007124-96-0 O-[(4aS,6R,7S,7aR)-6-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-(4-methoxyphenyl)hexahydrocyclopenta[d][1,3]dioxin-7-yl] O-phenyl thiocarbonate 
• 1007125-99-6 N-[(1S)-2,3-Dihydro-1H-inden-1-yl]-6-{[(4aS,6S,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]methyl}pyrimidin-4-amine 
• 1007124-95-9 2-[(4aS,6R,7S,7aR)-7-hydroxy-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]-1H-isoindole-1,3(2H)-dione 
• 1007124-97-1 2-[(4aS,6R,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]-1H-isoindole-1,3(2H)-dione 
• 1007124-99-3 6-chloro-N-[(4aS,6R,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]pyrimidin-4-amine 
• 905580-85-0 (1aS,1bR,5aS,6aS)-3-(4-Methoxyphenyl)hexahydrooxireno[4,5]-cyclopenta[1,2-d][1,3]dioxine 
• 1235985-87-1 (1S,5S)-5-({[tert-Butyl(diphenyl)silyl]oxy}methyl)cyclopent-2-en-1-ol 
• 905580-84-9 (1R,2R,3S,5S)-3-(Hydroxymethyl)-6-oxabicyclo[3.1.0]hexan-2-ol 
• 128131-83-9 (+)-1592U89 
• 216481-88-8 (+)-cis-2-amino-6-chloro-9-<(4'R)-(hydroxymethyl)cyclopent-2'-en-(1'S)-yl>purine 
• 124915-24-8 (+)-carbovir 

Relevant articles and documents

[2+3]-cycloadditions of enantiomerically pure oxazoline-N-oxides1 : A short stereoselective synthesis of (+)-carbovir

A short stereo selective synthesis of the potent antiviral agent carbovir 1 has been achieved by using a new [2+3] asymmetric cycloaddition between oxazoline-N-oxide 3 and cyclopentadiene.

Practical enantiodivergent syntheses of both enantiomers of carbovir, 1592U89 and six-membered ring analogues

The hydroxylactones 4a-b (both available in optically pure form from biocatalytic processes) have been used in the preparation of carbovir, 1592U89, and their six-membered ring analogues.