Sodium Hydroxide → HCID 3011270, compound

Participants

Reaction Steps

A stirred solution of 1,6-di-O-benzyl-2,5-di-O-(4-cyanobenzyl)-D-mannitol (100 mg, 0.17 mmol) (prepared in example 4) and lithium aluminum hydride (32 mg, 0.85 mmol) was heated at reflux for 3 h in THF. After cooling at room temperature, the reaction was treated with 2N sodium hydroxide and stirring was continued for a period of 5 h. The mixture was extracted with EtOAc and the extract was dried over magnesium sulfate and concentrated in vacuo. After purification by flash chrlomatography eluting with 10% MeOH in methylene chloride, the title compound was obtained in 37% yield.

Provenance & Evidence