90361-89-0

Basic information

• Product Name: 2H,5H-Pyrano[2,3-b][1]benzopyran-5-one, 3,4-dihydro-2-(hydroxymethyl)-2,4-diphenyl-, cis-
• CAS NO: 90361-89-0
• Molecular Formula: C25H20O4
• Molecular Weight: 384.431
• Mol File: 90361-89-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2H,5H-Pyrano[2,3-b][1]benzopyran-5-one, 3,4-dihydro-2-(hydroxymethyl)-2,4-diphenyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H,5H-Pyrano[2,3-b][1]benzopyran-5-one, 3,4-dihydro-2-(hydroxymethyl)-2,4-diphenyl-, cis-(90361-89-0)
• EPA Substance Registry System: 2H,5H-Pyrano[2,3-b][1]benzopyran-5-one, 3,4-dihydro-2-(hydroxymethyl)-2,4-diphenyl-, cis-(90361-89-0)

Safety Data

• Hazardous Substances Data: 90361-89-0(Hazardous Substances Data)

Upstream product

• 92824-16-3 4-hydroxy-3-(1,3-diphenyl-3-butenyl)-2H-1-benzopyran-2-one 
• 344583-39-7 2-Hydroxy-2,4-diphenyl-3,4-dihydro-2H-pyrano[3,2-c]chromen-5-one 
• 70775-39-2 dimethylsulfoxonium methylide 
• 10475-15-7 4-hydroxy-3-(3-oxo-1,3-diphenylpropyl)-2H-chromen-2-one 

Relevant articles and documents

OXYGEN HETEROCYCLES BY SULPHUR YLIDE ANNULATION. IX. 3,4-DIHYDRO-2-HYDROXYMETHYL-2H,5H-PYRANOBENZOPYRAN-5-ONES FROM 3-(3-OXOALKYL)-4-HYDROXYCOUMARINS AND DIMETHYLSULPHOXONIUM METHYLIDE

Several 3-(3-oxoalkyl)-4-hydroxycoumarins have been synthesized from the corresponding 4-hydroxycoumarins and they have been reacted with dimethylsulphoxonium methylide.Transfer of one methylene group to the carbonyl function takes place and the regio- and site-selective opening of the so formed epoxide by action of the oxygen in position 4 of the coumarin moiety gives 3,4-dihydro-2-hydroxymethyl-2H,5H-pyranobenzopyran-5-ones in medium to high yields.A full spectral characterization of twenty new products has been made, and a discussion on the different factors controlling the reaction mechanism is also reported.

OXYGEN HETEROCYCLES BY SULPHUR YLIDE ANNULATION: SYNTHESIS OF 3,4-DIHYDRO-2H,5H-PYRANOBENZOPYRAN-5-ONES BY DIMETHYLSULPHONIUM METHYLIDE

3,4-Dihydro-2-hydroxymethyl-2H,5H-pyranobenzopyran-5-ones are the main products of the reaction of dimethylsulphoxonium methylide on Michael adducts of 4-hydroxycoumarins and α,β-unsaturated ketones.Minor quantities of 3,4-dihydro-2-hydroxymethyl-2H,5H-pyranobenzopyran-5-ones are also sometimes obtained.