Tert-Butyl hypochlorite → HCID 56966444, compound

Participants

Reaction Steps

A solution of 4-methyl-4-((2,3,4-trihydroxybutylsulfonyl)methyl)oxazolidin-2-one (990 mg, 3.49 mmol) in methanol (5 ml) was cooled to 0° C. and tert-butylhypochlorite (400 ul, 3.35 mmol) was added drop-wise. The solution was stirred for 2 hours, concentrated in vacuo, and the residue purified by flash chromatography (5% to 20% methanol in dichloromethane) to afford the title compound as a mixture of diastereomers (364.5 mg, 1.147 mmol, 33%). 1H NMR (D2O, 400 MHz) δ 1.50 (s, 3H), 3.3-4.3 (m, 7H), 4.4-4.5 (m, 1H), 4.9-5.0 (m, 1H); LRMS (ESI/APCI) m/z 318 [M+H]+.

Provenance & Evidence