2-(2-Chloro-5-((3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)phenyl)acetonitrile → HCID 67287289, compound

Participants

Reaction Steps

The mixture of cyanides 39 (105 g, 156 mmol, ca. 2:1 β:α) was slurried in ethanol (1 L) and heated to reflux with stirring. The reaction mixture was held at reflux for 1 h to ensure that all of solution had homogenized. It was then cooled evenly at 15° C./h to ambient temperature and stirred overnight at this temperature. The resulting solid was isolated by filtration and dried in vacuo to yield the titled compound β-39 (53 g, 51%) as a white solid.

Provenance & Evidence