125159-67-3

Basic information

• Product Name: (4S)-4-(p-bromobenzoyloxy)-2-cyclopenten-1-one
• CAS NO: 125159-67-3
• Molecular Weight: 281.106
• Mol File: 125159-67-3.mol

Chemical Properties

• CAS DataBase Reference: (4S)-4-(p-bromobenzoyloxy)-2-cyclopenten-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4S)-4-(p-bromobenzoyloxy)-2-cyclopenten-1-one(125159-67-3)
• EPA Substance Registry System: (4S)-4-(p-bromobenzoyloxy)-2-cyclopenten-1-one(125159-67-3)

Safety Data

• Hazardous Substances Data: 125159-67-3(Hazardous Substances Data)

Upstream product

• 59995-47-0 4-Hydroxycyclopent-2-enone 
• 98-00-0 (2-furyl)methyl alcohol 
• 59995-47-0 (S)-4-hydroxycyclopent-2-en-1-one 
• 586-75-4 4-chlorobenzoyl chloride 

Relevant articles and documents

Enantioselective synthesis of 4-heterosubstituted cyclopentenones

Racemic 4-hydroxycyclopentenone, readily derived from furfuryl alcohol, can be transformed via its O-Boc derivative to 4-acyloxy, 4-aryloxy-, 4-amino-, or 4-thio-substituted cyclopentenones with high enantioselectivity by palladium-catalyzed kinetic resolution via nucleophilic allylic substitutions. Applying this methodology, a short formal synthesis of ent-noraristeromycin was readily accomplished.

SYNTHESIS OF 10-HALOGENATED CLAVULONE DERIVATIVES

Epoxidaton of clavulone II (1) with tert-butyl hydroperoxide gave stereoselectively the epoxide 2.Reaction of 2 with lithium chloride gave effectively the 10-chlorinated clavulone derivative 3a.The brominated derivative 3b and iodinated derivative 3c were