Water → HCID 90449730, compound

Participants

Reaction Steps

1-(2-(Trimethylsilyl)ethyl) 1′-tert-butyl 5-(4-(acetylthio)butyl)spiro[indoline-3,3′-pyrrolidine]-1,1′-dicarboxylate (89.2 mg, 0.163 mmol) was dissolved in methanol (1.5 mL) and tetrahydrofuran (1.5 mL). Thereafter, a 4 N aqueous solution of sodium hydroxide (0.4 mL, 1.6 mmol) and iodomethane (51 μL, 0.815 mmol) were added to the above obtained solution, and the thus obtained mixture was then stirred at room temperature for 1 hour. Thereafter, water was added to the reaction solution, and the mixed solution was then extracted with ethyl acetate. The organic layer was washed with brine, and was then dried over anhydrous sodium sulfate, followed by concentration in vacuo, to obtain 1-(2-(trimethylsilyl)ethyl) 1′-tert-butyl 5-(4-(methylthio)butyl)spiro[indoline-3,3′-pyrrolidine]-1,1′-dicarboxylate (85 mg, quant.) in the form of a brown oily product.

Provenance & Evidence