141510-40-9

Basic information

• Product Name: 3-(tert-butyldimethylsiloxy)-2-pyrone
• Synonyms: 3-(tert-butyldimethylsiloxy)-2-pyrone
• CAS NO: 141510-40-9
• Molecular Weight: 226.348
• Mol File: 141510-40-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-(tert-butyldimethylsiloxy)-2-pyrone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(tert-butyldimethylsiloxy)-2-pyrone(141510-40-9)
• EPA Substance Registry System: 3-(tert-butyldimethylsiloxy)-2-pyrone(141510-40-9)

Safety Data

• Hazardous Substances Data: 141510-40-9(Hazardous Substances Data)

Upstream product

• 496-64-0 3-hydroxy-2-pyrone 
• 69739-34-0 t-butyldimethylsiyl triflate 

Relevant articles and documents

Diels-Alder Cycloadditions Using Nucleophilic 3-(p-Tolylthio)-2-pyrone. Regiocontrolled and Stereocontrolled Synthesis of Unsaturated, Bridged, Bicyclic Lactones

Captodative 3-(tolylthio)-2-pyrone (1) is shown to be reactive as a nucleophilic diene undergoing 2 + 4-cycloadditions with various electrophilic alkenes under sufficiently mild thermal conditions (/= 90 deg C) so that the initial bicyclic lactone adducts can be isolated on gram scale in moderate to very good yields (42-82percent) without loss of CO2.These bicyclic adducts are formed regiospecifically and often with excellent stereoselectivity.These Diels-Alder cycloadditions are the first examples of a captodative unsturated sulfide acting as an enophile.NMR data ((13)C) are presented correlating the electron density in the pyrone diene systems with their Diels-Alder reactivity, and some transformations of the bicyclic lactone adducts are shown to illustrate the value and versatility of these richly functionalized synthetic intermediates.