Hydrochloric Acid → HCID 90449461, compound

Participants

Reaction Steps

3-((1′-(tert-Butoxycarbonyl)-1-((2-(trimethylsilyl)ethoxy)carbonyl)spiro[indoline-3,3′-pyrrolidin]-5-yl)methyl)cyclobutane-1,1-dicarboxylic acid (19.0 mg, 0.033 mmol) was dissolved in tetrahydrofuran (1 mL). Thereafter, carbonyldiimidazole (6.0 mg, 0.037 mmol) was added to the above obtained solution at room temperature, and the thus obtained mixture was then stirred for 1.5 hours. Thereafter, the reaction solution was concentrated in vacuo, and the obtained reaction mixture was then dissolved in ethanol (1 mL). Subsequently, an 8 N aqueous solution of sodium hydroxide (0.5 mL) was added to the above obtained solution under cooling on ice, and the thus obtained mixture was then stirred at room temperature for 18 hours. Thereafter, a 1 N aqueous solution of hydrochloric acid was added to the reaction solution. The thus obtained mixture was neutralized, and was then extracted with chloroform. The organic layer was washed with brine, and was then dried over anhydrous sodium sulfate, followed by concentration in vacuo, so as to obtain 3-((1′-(tert-butoxycarbonyl)-1-((2-(trimethylsilyl)ethoxy)carbonyl)spiro[indoline-3,3′-pyrrolidin]-5-yl)methyl)cyclobutanecarboxylic acid (17.3 mg, 99%) in the form of a brown oily product.

Provenance & Evidence