Methyl fluorosulfate → HCID 178459466, compound

Participants

Reaction Steps

To a solution of allyl (4R,5S,6S)-3-[(2R,4S)-1-allyloxycarbonyl-2-{2-(pyrazol-1-yl)ethyl}pyrrolidin-4-yl]thio-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (10.49 g) in dichloromethane (150 ml) was added methyl fluorosulfonate (2.33 ml) with stirring under ice-cooling. The mixture was stirred for 1.5 hours at the same temperature. The mixture was evaporated in vacuo to give allyl (4R,5S,6S)-3-[(2R,4S)-1-allyloxycarbonyl-2-{2-(2-methyl-1-pyrazolio)ethyl}pyrrolidin-4-yl]thio-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate fluorosulfonate (12.75 g). This compound was immediately used as the starting compound for the next step.

Provenance & Evidence