HCID 12896857, compound → Levoglucosenone

Participants

Reaction Steps

[D] 19 g of 1,6-anhydro-3,4-dideoxy-β-D-galactopyranose (7) prepared in the step [C] was dissolved in 100 ml of dichloromethane, forming a solution. Then, 50 g of active manganese dioxide was added to this solution, and the solution was stirred for 2 at room temperature, thus causing a reaction. Upon completion of the reaction, manganese dioxide was filtered off, and the solvent was distilled off under reduced pressure, whereby 15.3 g of levoglucosenone (8) (i.e., 1,6-anhydro-3,4-dideoxy-β-D-glycero-hex-3-enopyranos-2-ulose) was obtained at a yield of 82%. This substance exhibited the following physical properties:

Provenance & Evidence