Methyl morpholine oxide → HCID 131734578, compound

Participants

Reaction Steps

A catalytic amount of osmium tetroxide (<1 mg) and 4-methylmorpholine N-oxide (70 mg, 0.6 mmol) were added to a solution of tert-butyl(1-ethenylcyclopropyl)carbamate (0.10 g, 0.55 mmol) in THF/water (5 mL/5 mL). The mixture was stirred at room temperature overnight and then concentrated under reduced pressure. The residue was purified by chromatography on silica gel (methanol/dichloromethane) to give tert-butyl [1-(1,2-dihydroxyethyl)cyclopropyl]carbamate. 1H NMR (400 MHz, CD3OD): δ 3.63-3.60 (m, 1H), 3.52-3.48 (m, 1H), 3.21-3.18 (m, 1H), 1.43 (s, 9H), 0.91-0.89 (m, 1H), 0.80-0.75 (m, 2H), 0.68-0.67 (m, 1H).

Provenance & Evidence