136801-77-9

Upstream product

• 30379-55-6 benzyloxyacetic acid 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 84102-14-7 1-(2-benzyloxyethanoyl)-imidazole 
• 19810-31-2 Benzyloxyacetyl chloride 

Downstream Products

• 1332372-77-6 C₁₆H₁₉NO₄ 
• 136801-85-9 6-((benzyloxy)methyl)-dihydro-3H-pyran-2,4-dione 
• 139210-88-1 6-(3-Benzyloxy-2-hydroxy-propyl)-2,2-dimethyl-[1,3]dioxin-4-one 

Relevant academic research and scientific papers

Synthesis of 6-substituted-4-hydroxy-2-pyridinones via intramolecular ketene trapping of functionalized enamine-dioxinones

The synthesis of various 6-substituted-4-hydroxy-2-pyridinones is reported. The functionalized keto-dioxinones were constructed via a diethylzinc mediated crossed Claisen condensation reaction and subsequent enamine formation, thermolysis, and cyclization

Optically active 2,2-dimethyl-1,3-dioxin-4-ones and method for preparing same and method for preparing optically active compound for synthesis of physiologically active substance and optically active intermediate compound

There are provided novel and optically active 2,2-dimethyl-1,3-dioxin-4-ones which are useful as starting materials for physiologically active compounds, functional materials or the like. Provided are optically active 5,6-epoxyhexanoic acid esters and novel optically active 6-substituted tetrahydropyran-2-one derivatives. That is, optically active 6-chloromethyltetrahydropyran-2-one can be synthesized by lactonizing optically active 2,2-dimethyl-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-one to form optically active 6-chloromethyltetrahydropyran-2,4-dione; reacting the thus formed compound with hydrogen in the presence of a catalyst to obtain optically active 6-chloromethyl-4-hydroxytetrahydropyran-2-one; subjecting this compound to a dehydration reaction, thereby obtaining optically active 6-chloromethyldihydropyran-2-one; reacting this compound with hydrogen in the presence of a catalyst to form optically active 6-chloromethyltetrahydropyran-2-one; and then treating this compound under basic conditions to prepare an optically active 5,6-epoxyhexanoic acid ester represented by the formula (6) STR1 (wherein the symbol * represents an asymmetric carbon atom, and R is a methyl group or an ethyl group).

Optically active 2,2-dimethyl-1,3-dioxin-4-ones and method for preparing same

There are provided novel and optically active 2,2-dimethyl-1,3-dioxin-4-ones which are useful as starting materials for physiologically active compounds, functional materials or the like. Furthermore, a method for preparing an optically active compound comprises reacting a racemic 1,3-dioxin-4-one with vinylacetate in the presence of lipase to resolve the racemic compound into optically active compound represented by the formula (3) STR1 and an optically active compound represented by the formula (4) STR2 which is an antipode of the compound represented by the formula (3).

TWO LACTONE FORMATION REACTIONS FROM 1,3-DIOXIN-4-ONES HAVING HYDROXYALKYL GROUP AT THE 6-POSITION: DIFFERENCE IN RING OPENING AND CLOSURE

Two methods (A: ring opening to acylketenes followed by intramolecular ketene trapping and B: methoxide-mediated ring opening followed by cyclization of the hydroxy esters thus formed) have become available for the synthesis of lactones and/or cyclic ethers from 1,3-dioxin-4-ones having 1- 4-hydroxyalkyl group at the 6-position.Mechanism and scope of both methods have been clarified.