tert-Butylsulfinamide, (S)-(-)- → HCID 140533337, compound

Participants

Reaction Steps

To a mixture of 1-benzyl 2-methyl (2R)-2-(3-oxopropyl)pyrrolidine-1,2-dicarboxylate from Step A (1.69 g, 5.29 mmol) and anhydrous CuSO4 (2.36 g, 10.6 mmol) in CH2Cl2 (10 mL) was added (S)-2-methylpropane-2-sulfinamide (0.641 g, 5.29 mmol). This mixture was stirred for 25 h before being filtered through a pad of celite. Additional CH2Cl2 was used to wash the celite. The combined organics were concentrated in vacuo to give a residue that was purified by silica gel chromatography, eluting with a gradient of hexane:EtOAc-95:5 to 0:100, to give the title compound. MS: m/z=423 (M+1).

Provenance & Evidence