196867-40-0

Basic information

• Product Name: 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester
• Synonyms: 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester
• CAS NO: 196867-40-0
• Molecular Weight: 472.492
• Mol File: 196867-40-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester(196867-40-0)
• EPA Substance Registry System: 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester(196867-40-0)

Safety Data

• Hazardous Substances Data: 196867-40-0(Hazardous Substances Data)

Upstream product

• 178452-95-4 2-(4-Oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester 
• 196867-31-9 6-Bromomethyl-2-methyl-2-phenyl-[1,3]dioxin-4-one 
• 98-86-2 acetophenone 
• 123-54-6 acetylacetone 
• 22697-33-2 2-methyl-5,6-dihydro-4-pyrone 
• 83559-38-0 2,6-dimethyl-2-phenyl-4H-1,3-dioxin-4-one 
• 105-53-3 diethyl malonate 
• 178452-93-2 2-(3-Bromo-4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester 
• 178452-91-0 5-Bromo-6-bromomethyl-2,3-dihydro-pyran-4-one 

Relevant articles and documents

Enantioselective Synthesis of Spiro Ethers and Spiro Ketals via Photoaddition of Dihydro-4-pyrones to Chiral 1,3-Dioxin-4-ones 1

A versatile and highly stereoselective synthesis of spiro ethers and spiro ketals is presented. The key step in the developed synthetic sequence is based on diastereoselective intramolecular photoaddition of dihydro-4-pyrones to chiral 1,3-dioxin-4-ones. Subsequent fragmentation of the produced four-membered ring provides spiro ether structures. The spiro ethers can be transformed to their corresponding spiro ketals, with retention of configuration at the spiro center, via Baeyer-Villager oxidation. The configuration of the spiro center is defined by the facial selectivity at the photocycloaddition step. Two examples of complete stereofacial selectivity were achieved. The unique and important application of the developed sequence was demonstrated in enantioselective synthesis of a less thermodynamically stable spiro ketal 43.