Chlorotrimethylsilane → HCID 57286878, compound

Participants

Reaction Steps

(3S,4S)-3-[(1R)-1-Hydroxyethyl]-4-[(1R)-1-phenylthiocarbonylethyl]-1-allyloxycarbonylmethyl-2-azetidinone (content, 90.6%; 14.7 g) was dissolved in dry toluene (60 ml), and chlorotrimethylsilane (7.8 g) and triethylamine (7.8 g) were added thereto under ice-cooling, followed by stirring at room temperature for 40 minutes. The reaction mixture was diluted with toluene (300 ml), washed with 2% sodium bicarbonate solution (300 ml) and aqueous sodium chloride (300 ml×2) and dried over magnesium sulfate to give (3S,4S)-3-[(1R)-1-trimethylsilyloxyethyl]-4-[(1R)-1-phenylthiocarbonylethyl]-1-allyloxycarbonylmethyl-2-azetidinone (16.35 g; yield, 90%).

Provenance & Evidence