71399-45-6

Basic information

• Product Name: ENONALCOHOL
• Synonyms: ENONALCOHOL
• CAS NO: 71399-45-6
• Molecular Formula: C12H20O3
• Molecular Weight: 212.287
• Mol File: 71399-45-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ENONALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: ENONALCOHOL(71399-45-6)
• EPA Substance Registry System: ENONALCOHOL(71399-45-6)

Safety Data

• Hazardous Substances Data: 71399-45-6(Hazardous Substances Data)

Upstream product

• 64831-03-4 8-(2-methyl-[1,3]dioxolan-2-yl)-octanoic acid ethyl ester 
• 64831-04-5 7-(2,3,5-trioxocyclopentyl)-heptan-1-ol 
• 35295-48-8 10-hydroxy-2-decanone 
• 75555-50-9 (1S,4R)-1-(t-butyldimethylsilyloxy)-4-(tetrahydropyran-2-yloxy)-2-<7-(tetrahydropyran-2-yloxy)-heptyl>cyclopent-2-ene 
• 75555-46-3 (4S)-4-(t-butyldimethylsilyloxy)-3-<7-(tetrahydropyran-2-yloxy)heptyl>cyklopent-2-enone 
• 75555-48-5 (1R,4S)-4-(butyldimethylsilyloxy)-3-<7-(tetrahydropyran-2-yloxy)heptyl>cyclopent-2-en-1-ol 
• 75555-52-1 (1S,4R)-4-(tetrahydropyran-2-yloxy)-2-<7-(tetrahydropyran-2-yloxy)heptyl>cyclopent-2-en-1-ol 
• 67886-17-3 7-(tetrahydropyran-2-xyloxy)heptylmagnesium bromide 
• 71268-69-4 (S)-3-chloro-4-(tert-butyldimethylsilyloxy)-2-cyclopentenone 
• 64776-12-1 (4R)-4-(tetrahydropyran-2-yloxy)-2-<7-(tetrahydropyran-2-yloxy)heptyl>cyclopent-2-enone 
• 64831-05-6 (R)-4-Hydroxy-2-(7-hydroxy-heptyl)-cyclopentane-1,3-dione 

Downstream Products

• 63573-71-7 (2R,3R,4R)-3-((E)-(S)-3-Cyclohexyl-3-hydroxy-propenyl)-4-hydroxy-2-(7-hydroxy-heptyl)-cyclopentanone 
• 21562-57-2 1,11a,15S-Trihydroxy-prost-13E-EN-9-ONE 

Relevant articles and documents

Cyclopentanoids from Phenol. VI Chiral Prostanoid Intermediates

(4S)-4-(t-Butyldimethylsilyloxy)-3-chlorocyclopent-2-enone (3a) is prepared from phenol in five steps including resolution of the initial ring-contraction product, (1RS,4RS)-3,5,5-trichloro-1,4-dihydroxycyclopent-2-ene-1-carboxylic acid .Conjugate addition-elimination reactions of functionalized alylmagnesiocuprate reagents with the synthon (3a) lead to 3-substituted (4S)-4-hydroxycyclopent-2-enone derivatives, and thence by stereospecific transposition of the ring oxygen functions to 2-substituted (4R)-4-hydroxycyclopent-2-nones.The efficiency and versatility of the route are demonstrated by synthesis of the (4R)-2-(6-methoxycarbonylhexyl)- and (4R)-2-(7-hydroxyheptyl)-4-hydroxycyclopent-2-enone derivatives, (5b) and (6b) respectively, which are important intermediates in prostaglandin and prostanoid synthesis.

Process for the preparation of 2-(7-hydroxyalkyl)-4R, 4S or 4RS -hydroxy-cyclopent-2-enone

Disclosed is an improved process for the preparation of 2-(7-hydroxyalkyl)-4R, 4S or 4RS -hydroxy-cyclopent-2-enone corresponding to the formula STR1 wherein m is an integer from 2 to 4. The compounds prepared by this process are useful as precursors in t