Methanesulfonyl chloride → Methanesulfonic acid 2-[benzyl-((R)-5-oxo-pyrrolidin-2-ylmethyl)-amino]-ethyl ester

Participants

Reaction Steps

To a solution of (R)-(−)-5-((benzyl(2-hydroxyethyl)amino)methyl)pyrrolidin-2-one (2.4 g, 9.67 mmol) in ethanol-free CHCl3 (80 ml), TEA (1.95 g, 19.34 mmol) and methansulfonyl chloride (2.21 g, 19.34 mmol) were added at 0° C. The mixture was allowed to warm to room temperature and left stirring for 6 hours, then it was diluted with DCM (80 ml) and washed with a saturated solution of NaHCO3. After drying (Na2SO4) and removal of the solvent, the crude was purified by flash chromatography (DCM/abs EtOH/Petroleum Ether/33% NH4OH/Et2O 300/180/900/9.9/360 respectively) to afford the title compound (2.3 g, 73% yield).

Provenance & Evidence