Triethylamine → 5-{2-Benzyloxy-4-[(E)-2-((S)-2-methanesulfonyl-1,2,3,4-tetrahydroisoquinolin-3-yl)-vinyl]-phenyl}-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one

Participants

Reaction Steps

To a solution of 5-{2-benzyloxy-4-[(E)-(S)-2-(1,2,3,4-tetrahydroisoquinolin-3-yl)-vinyl]-phenyl}-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (0.12 g, 0.21 mmol) in CH2Cl2 (2 mL) is added triethylamine (0.15 mL, 1.0 mmol), followed by methanesulfonyl chloride (0.020 mL, 0.25 mmol). The mixture is stirred at RT for 1.5 h then is diluted with EtOAc (15 mL) and washed with 1N HCl (2×15 mL) and brine (1×15 mL). The organic layer is dried over Na2SO4, concentrated in vacuo and used directly in the next step without further purification.

Provenance & Evidence