Methyl iodide → HCID 59557691, compound

Participants

Reaction Steps

NaH (2 mg, 0.087 mmol) was added to a solution of 2-(5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzyloxy)ethanol (intermediate O-3) (60 mg, 0.073 mmol) in anhydrous THF (10 mL) at 0° C., and stirred for 1 h, then TBAI (2.6 mg, 0.007 mmol) and CH3I (1.5 mg, 0.11 mmol) were added to the reaction mixture at the same temperature and stirred overnight. Then the mixture was washed with water (10 mL×3), then brine, and the organic layer was dried over Na2SO4, filtered, and evaporated to dryness. The residue (intermediate S-1) was used in the next step without further purification.

Provenance & Evidence