Water → HCID 14157577, compound

Participants

Reaction Steps

300 ml of tetrahydrofuran was added dropwise to 43.61 g of lithium aluminum hydride while cooling with ice. To this was added dropwise a solution of 125.3 g of (4R,5R)-4,5-bis(ethoxycarbonyl)-1,3-dioxolane prepared in Example 13 in 200 ml of tetrahydrofuran and reacted while vigorously stirring under cooling with ice. After the addition, the mixture was reacted for one hour while refluxing. Then, water was added drop by drop to hydrolyze lithium aluminum hydride under cooling with ice. After the addition of 0.5 ml of 4 mol/l sodium hydroxide dropwise, the mixture was stirred for 30 minutes and filtered with suction. 700 ml of ethanol was added to the precipitate, and the mixture was heated at 60°-70° C., stirred, and filtered with suction. This procedure was repeated three times. All filtrates were combined and concentrated by evaporator to obtain a crude title compound.

Provenance & Evidence