861446-27-7

Basic information

• Product Name: (E)-3,5-diacetoxy-4'-fluorostilbene
• Synonyms: (E)-3,5-diacetoxy-4'-fluorostilbene
• CAS NO: 861446-27-7
• Molecular Weight: 314.313
• Mol File: 861446-27-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-3,5-diacetoxy-4'-fluorostilbene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3,5-diacetoxy-4'-fluorostilbene(861446-27-7)
• EPA Substance Registry System: (E)-3,5-diacetoxy-4'-fluorostilbene(861446-27-7)

Safety Data

• Hazardous Substances Data: 861446-27-7(Hazardous Substances Data)

Upstream product

• 405-99-2 para-fluorostyrene 
• 39192-49-9 3,5-diacetoxybenzoyl chloride 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 35354-29-1 3,5-diacetoxybenzoic acid 

Downstream Products

• 1179382-12-7 (E)-3-acetoxy-5-hydroxy-4'-fluorostilbene 

Relevant articles and documents

Synthesis, structural characterisation and biological evaluation of fluorinated analogues of resveratrol

Resveratrol is a potential chemopreventive agent and can be isolated from grape skins and other dietary sources. The Wittig reaction and the decarbonylative Heck reaction were employed to synthesise analogues of this stilbene. Fluorinated derivatives of t

Synthesis of polyhydroxylated ester analogs of the stilbene resveratrol using decarbonylative Heck couplings

Protected 3,5-hydroxy-benzoyl chlorides 3 were coupled with styrenes 4 to give hydroxylated stilbenes, analogs of resveratrol, an important antioxidant disease preventative agent isolated from grape skins and other dietary sources. Levulinate and chloroacetate protecting groups allowed for the selective production of mono- and di-acetate variations under palladium-N-heterocyclic carbene (NHC) catalyzed decarbonylative coupling conditions. Fluorinated analogs were also produced using Heck conditions with bromofluorobenzenes. Human HL-60 cell assays showed the 4′-acetoxy variant 11 to have improved activity (ED50 17 μM) relative to resveratrol (24 μM).