185698-58-2

Basic information

• Product Name: 4H-1,3-Benzodioxin-4-one, 5-[[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]ethynyl]-2,2-dimethyl-
• CAS NO: 185698-58-2
• Molecular Formula: C24H28O4Si
• Molecular Weight: 408.569
• Mol File: 185698-58-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4H-1,3-Benzodioxin-4-one, 5-[[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]ethynyl]-2,2-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1,3-Benzodioxin-4-one, 5-[[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]ethynyl]-2,2-dimethyl-(185698-58-2)
• EPA Substance Registry System: 4H-1,3-Benzodioxin-4-one, 5-[[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]ethynyl]-2,2-dimethyl-(185698-58-2)

Safety Data

• Hazardous Substances Data: 185698-58-2(Hazardous Substances Data)

Upstream product

• 67963-68-2 t-butyldimethylsilyl-4-bromophenol 
• 136053-34-4 1-[(tert-butyldimethylsilyl)oxy]-4-ethynylbenzene 
• 164014-40-8 2,2-dimethyl-5-trifluoromethylsulfonyloxy-4H-(1,3)benzodioxin-4-one 

Downstream Products

• 185698-59-3 5-{2-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-ethyl}-2,2-dimethyl-benzo[1,3]dioxin-4-one 
• 23255-59-6 lunularic acid 
• 185698-60-6 5-(4-hydroxyphenethyl)-2,2-dimethyl-4H-benzo[d] [1,3]dioxin-4-one 

Relevant articles and documents

Ethynylation of aryl halides by a modified Suzuki reaction: Application to the syntheses of combretastatin A-4, A-5 and lunularic acid

On treatment with trimethyl borate sodium acetylide undergoes a palladium-catalyzed cross coupling with functionalized aryl halides or triflates in reasonable to good yields. The ethynylarenes thus obtained serve as building blocks for the formation of the highly effective tubulin polymerization inhibitors combretastatin A-4 (1) and A-5 (2) as well as for the synthesis of the plant-growth regulator lunularic acid (36). VCH Verlagsgesellschaft mbH, 1996.