167391-18-6

Basic information

• Product Name: l-menthyl (2R)-2,6-dimethyl-4-oxo-1,3-dioxine-2-carboxylate
• Synonyms: l-menthyl (2R)-2,6-dimethyl-4-oxo-1,3-dioxine-2-carboxylate
• CAS NO: 167391-18-6
• Molecular Weight: 310.39
• Mol File: 167391-18-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: l-menthyl (2R)-2,6-dimethyl-4-oxo-1,3-dioxine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: l-menthyl (2R)-2,6-dimethyl-4-oxo-1,3-dioxine-2-carboxylate(167391-18-6)
• EPA Substance Registry System: l-menthyl (2R)-2,6-dimethyl-4-oxo-1,3-dioxine-2-carboxylate(167391-18-6)

Safety Data

• Hazardous Substances Data: 167391-18-6(Hazardous Substances Data)

Upstream product

• 525600-92-4 2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2,6-dimethyl-4H-1,3-dioxin-4-one 
• 525600-93-5 2-(hydroxymethyl)-2,6-dimethyl-4H-1,3-dioxin-4-one 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 2216-51-5 (-)-menthol 
• 951-98-4 2-Oxo-propionic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 72324-39-1 5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione 

Relevant articles and documents

Synthesis of optically active 1,3-dioxin-4-one derivatives having a hydroxymethyl group at the 2-position and their use for regio-, diastereo-, and enantioselective synthesis of substituted cyclobutanols

A new method for preparing optically active 1,3-dioxin-4-one derivatives is presented. A series of prochiral 2,2-bis(hydroxymethyl)-1,3-dioxin-4-ones was synthesized by [4+2]cycloaddition of acylketene to protected 1,3-dihydroxy-2-propanone derivatives followed by deprotection of the hydroxyl groups. Desymmetrization of the prochiral dioxinones by lipase-catalyzed monoacetylation afforded optically active 2-(hydroxymethyl)dioxinones. Intramolecular photo[2+2]cycloaddition of ω-alkenyl esters of these alcohols provided an efficient method for regio-, diastereo-, and enantioselective synthesis of cyclobutanols.