Methanol → tert-Butyl 3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-6-[3-(2-ethylbutyl)cyclobutyl]-4-methoxyimino-5-hexynoate

Participants

Reaction Steps

tert-Butyl 3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-6-[3-(2-ethylbutyl)cyclobutyl]-4-oxo-5-hexynoate (9.70 g) and methanol (70 mL) were mixed. To the mixture were added sodium sulfate (4.57 g), pyridine (7.0 mL) and O-methylhydroxylammonium chloride (2.69 g). The mixture was stirred at RT overnight and filtered. The filtrate was concentrated in vacuo. The resultant residue was purified by silica gel column chromatography (Eluent: ethyl acetate/hexane=1/30→1/20) to give the title compound (7.85 g).

Provenance & Evidence