134593-95-6

Basic information

• Product Name: 6-<(tert-butyldimethylsilyl)oxy>-3-methyl-8-phenyl-4a,5,8,8a-tetrahydro-1H-benzopyran-1-one
• CAS NO: 134593-95-6
• Molecular Weight: 370.564
• Mol File: 134593-95-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-<(tert-butyldimethylsilyl)oxy>-3-methyl-8-phenyl-4a,5,8,8a-tetrahydro-1H-benzopyran-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-<(tert-butyldimethylsilyl)oxy>-3-methyl-8-phenyl-4a,5,8,8a-tetrahydro-1H-benzopyran-1-one(134593-95-6)
• EPA Substance Registry System: 6-<(tert-butyldimethylsilyl)oxy>-3-methyl-8-phenyl-4a,5,8,8a-tetrahydro-1H-benzopyran-1-one(134593-95-6)

Safety Data

• Hazardous Substances Data: 134593-95-6(Hazardous Substances Data)

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 4394-76-7 6-methyl-2H-pyran-2-one 
• 104210-91-5 (E)-tert-butyldimethyl(4-phenylbut-1,3-dien-2-yloxy)silane 

Downstream Products

• 134593-96-7 3-Methyl-8-phenyl-4a,7,8,8a-tetrahydro-5H-isochromene-1,6-dione 

Relevant articles and documents

Diels-Alder Reactions of 2-pyrylium Cations of 2H-Pyran-2-one and 2H-1-Benzopyran-2-one Derivatives

The reactions of 6-methyl-2H-pyran-2-one and 2H-1-benzopyran-2-one with the 2-(trialkylsilyl)oxy dienes 6a-d in the presence of tert-butyldimethylsilyl triflate gave the cycloadducts 7a-c and 8a-d regio- and stereoselectively in moderate yields.The ring junction in the cycloadducts is cis.The stereochemistry of 8a-d is discussed in terms of the 1H NMR spectra of the compounds.Similar reactions of 3-(ethoxycarbonyl)-2-pyrones and 3-(alkoxycarbonyl)coumarins with the 2-(trialkylsilyl)oxy dienes 6a-e gave the cycloadducts 14-18 in satisfactory yields.Dehydrogenation of 7c, 8b, and 8c with DDQ in refluxing toluene afforded 23-25, respectively.