Diisopropylcarbodiimide → HCID 131723074, compound

Participants

Reaction Steps

To a solution of 5-trifluoromethoxyindoline-2(R/S)-carboxylic acid methyl ester (1.95 g, 7.47 mmol) and N-t-butoxycarbonyl-2(S)-aminobutyric acid (1.52 g, 7.47 mmol) dissolved in dried dichloromethane (15 ml) under nitrogen at 10° C., was added diisopropylcarbodiimide (1.00 ml, 7.96 mmol). The mixture was stirred at room temperature for 24 hours, then filtered. The filtrate was evaporated under vacuum to afford a brown oil which was purified by column chromatography on silica gel first by using 95:5 dichloromethane: diethyl ether as eluent, then another column on silica gel by using 7:3 petroleum spirit: diethyl ether. A yellow foam was obtained which was the mixture of two diastereomers.

Provenance & Evidence