Methyl iodide → HCID 66918501, compound

Participants

Reaction Steps

A mixture of (1S,2R,4S) and (1R,2S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-cyclopentanecarbonitrile (2 g, 5.47 mmol), methyliodide (15 ml; 246 mmol) and silver(I) oxide (2.54 g, 10.94 mmol) was stirred at room temperature overnight. The excess of methyliodide was removed under reduced pressure and the remaining residue was suspended in DCM and filtered through a pad of celite. The filtrate was evaporated and the remaining yellow gum was purified by silica gel column chromatography (heptane/EtOAc 90:10-80:20) to obtain 1.62 g (4 mmol, 78%) of the title compound as colorless gum. MS (EI): 380.2 (M+H)+.

Provenance & Evidence