Pyridine → HCID 19986127, compound

Participants

Reaction Steps

A solution of 0.663 g of crude (2RS)-3-octadecyloxy-2-(3-isoxazolyloxy)propyl 2-bromoethyl phosphate (prepared as described in the first part of Example 2) in 4.5 ml of pyridine was heated on an oil bath kept at 60° C. for 11 hours. After allowing the mixture to cool, excess pyridine was distilled off. The residue was dissolved in 10 ml of chloroform, and the solution was heated under reflux for 1 hour. The mixture was then cooled, and the solvent was evaporated off under reduced pressure. Methanol was then added to the residue, and the resulting insoluble material was filtered off. The filtrate was concentrated by evaporation under reduced pressure, and the residue was subjected to column chromatography through 15 g of silica gel. 0.305 g of the title compound was obtained as a hygroscopic powder, melting at 49°-52° C., from the fractions eluted with a 2:1 by volume mixture of methylene chloride and methanol.

Provenance & Evidence