Tetrahydrofuran → HCID 66941927, compound

Participants

Reaction Steps

The compound (75.8 mg) obtained in Example 123-3 was dissolved in anhydrous THF (2.2 ml). Then, the solution was added with lithium aluminum hydride (33.4 mg) and stirred at room temperature for 1 hour. An aqueous potassium sodium tartrate solution was added in this solution, and the whole was stirred, followed by extraction with chloroform. The organic layer was dried with magnesium sulfate and the solvent was then dried off. The residue was dissolved in anhydrous methanol (2.3 ml) and added with propionaldehyde (0.048 ml), trimethyl orthoformate (0.072 ml), and sodium cyanoborohydride (55.3 mg), followed by stirring at room temperature for 19 hours. The solvent was distilled off. Subsequently, the solvent was purified through silica gel column chromatography (hexane/ethyl acetate), thereby obtaining the subject compound (56.6 mg) as a yellow solid.

Provenance & Evidence