76420-07-0

Basic information

• Product Name: 2-Cyclopenten-1-one, 4-hydroxy-2-(hydroxymethyl)-, (R)-
• Synonyms: 4-hydroxy-2-hydroxymethylcyclopent-2-enone;4-hydroxy-2-(hydroxymethyl)cyclopent-2-enone
• CAS NO: 76420-07-0
• Molecular Formula: C6H8O3
• Molecular Weight: 128.128
• Mol File: 76420-07-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Cyclopenten-1-one, 4-hydroxy-2-(hydroxymethyl)-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclopenten-1-one, 4-hydroxy-2-(hydroxymethyl)-, (R)-(76420-07-0)
• EPA Substance Registry System: 2-Cyclopenten-1-one, 4-hydroxy-2-(hydroxymethyl)-, (R)-(76420-07-0)

Safety Data

• Hazardous Substances Data: 76420-07-0(Hazardous Substances Data)

Upstream product

• 13299-15-5 2-deoxy-D-glucose 
• 19377-75-4 1-(furan-2-yl)ethane-1,2-diol 
• 76420-07-0 4-hydroxy-2-(hydroxymethyl)cyclopent-2-en-1-one 
• 76374-24-8 2,5-dihydro-3-hydroxymethyl-2,5-dimethoxy-2-methylfuran 
• 5554-99-4 (2-methylfuran-3-yl)methanol 
• 2873-29-2 D-glucal triacetate 
• 13265-84-4 D-glucal 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 604-69-3 β-D-glucose pentaacetate 
• 77003-56-6 (2R)-2-benzoyloxy-4-oxo-1,6-hexanedial 4-ethylene dithioacetal 
• 86381-47-7 (3R)-3-benzoyloxy-5-oxo-1-cyclopentene-1-carbaldehyde 5-ethylene dithioacetal 
• 86531-74-0 (8R)-8-benzoyloxy-6-hydroxymethyl-1,4-dithiaspiro<4.4>non-6-ene 
• 28921-35-9 2-methyl-3-ethoxycarbonyl-furan 
• 86531-73-9 (8R)-8-hydroxy-6-hydroxymethyl-1,4-dithiaspiro<4.4>non-6-ene 

Downstream Products

• 95190-57-1 4-Benzyloxy-2-benzyloxymethyl-cyclopent-2-enone 
• 2271090-84-5 4-hydroxy-2-(hydroxymethyl)cyclopent-2-en-1-one 
• 76420-07-0 (4R)-4-hydroxy-2-hydroxymethylcyclopent-2-en-1-one 
• 1384870-71-6 C₂₂H₂₆O₃Si 
• 1384870-72-7 C₃₈H₄₄O₃Si₂ 
• 1384870-55-6 3-((tert-butyldiphenylsilyloxy)methyl)-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methylene-4-(triethylsilyloxy)cyclopent-2-enone 
• 1384870-79-4 3-((tert-butyldiphenylsilyloxy)methyl)-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-4-(triethylsilyloxy)cyclopent-2-enone 
• 1384870-78-3 3-((tert-butyldiphenylsilyloxy)methyl)-4-hydroxy-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enone 
• 1384870-50-1 4-(tert-butyldimethylsilyloxy)-3-((tert-butyldiphenylsilyloxy)methyl)-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enone 
• 1384870-48-7 2-(tert-butyldiphenylsilanyloxymethyl)-4-(triethylsilanyloxy)cyclopent-2-enone 
• 86531-79-5 Benzoic acid (1R,2R)-1,2-dihydroxy-5-oxo-cyclopent-3-enylmethyl ester 
• 49644-25-9 (-)-pentenomycin 
• 95107-05-4 6-O-benzyl-4-O-<(αS)-α-methoxy-α-trifluoromethyl-α-phenylacetyl>pentenomycin 
• 95190-60-6 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1R,5R)-5-benzyloxymethyl-5-hydroxy-4-oxo-cyclopent-2-enyl ester 

Relevant articles and documents

PRODUCTION METHOD FOR CYCLOPENTENONE DERIVATIVE

[Problem] The present invention provides an industrially-preferable, cost-efficient, low-cost production method for 4-hydroxy-2-hydroxymethyl-2-cyclopenten-1-one (a compound represented by formula (I)) useful as a medicine, an agricultural chemical, or a raw material or intermediate of a medicine, an agricultural chemical, or the like. [Solution] According to the present invention, this compound represented by formula (I) is produced by subjecting an easily available compound represented by formula (II) (tri-O-acetyl-D-glucal) to a heating reaction in pressurized water.

PRODUCTION METHOD OF OPTICALLY ACTIVE CYCLOPENTENONE DERIVATIVE

PROBLEM TO BE SOLVED: To provide a production method of an optically active cyclopentenone derivative. SOLUTION: A production method of an optical active material is provided, including optical resolution of a compound of formula (I) by use of a high-speed liquid chromatograph mounting a chiral column. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Formal synthesis of merrilactone a using a domino cyanide 1,4-addition-aldol cyclization

A formal synthesis of merrilactone A has been completed using a domino 1,4-addition-aldol process as the key step. Both iodo- and cyano-1,4-addition- aldol cyclizations were productive in forming the highly hindered C1-C9 bond linking vic-quaternary and tertiary stereocenters. The latter method was used to complete a formal total synthesis of the natural product.