Isocyanate → HCID 68840252, compound

Participants

Reaction Steps

To a suspension of PS-isocyanate resin (0.500 g) in THF is added TBAF (1M in THF, 2.5 mL) and the mixture is stirred at RT for 2 h. The resin is filtered off and the TBAF solution is added to a stirring solution of 5-[2-benzyloxy-4-((S)-5-oxopyrrolidin-2-ylmethyl)-phenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (0.660 g, 1.28 mmol) in THF (20 mL). The mixture is stirred at 50° C. for 18 h. The mixture is allowed to cool to RT then is diluted with water and extracted with EtOAc (3×). The organic layer is washed with brine, dried over Na2SO4 and concentrated. The residue is purified on a reverse phase silica cartridge eluting with EtOH/H2O (10-60%) to provide the title compound: (M−1)−=414.

Provenance & Evidence