Реакция #1337115

Уравнение реакции

5-methoxyindoline-2(R/S)-carboxylic acid methyl ester

N-t-butoxycarbonyl-2(S)-aminobutyric acid

diisopropylcarbodiimide

→

1-(N-t-Butoxycarbonyl-2(S)-aminobutyryl)-5-methoxyindoline-2(R/S)-carboxylic acid methyl ester

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   Фильтрацияfiltered
2. 2
   ДругоеThe filtrate was evaporated under vacuum
3. 3
   Другоеto afford a brown solid which
4. 4
   Другоеwas purified by column chromatography on silica gel
5. 5
   ДругоеA white foam was obtained which
6. 6
   workup.ADDITIONthe mixture of two diastereomers

Методика

To a solution of 5-methoxyindoline-2(R/S)-carboxylic acid methyl ester (1.5 g, 7.23 mmol) and N-t-butoxycarbonyl-2(S)-aminobutyric acid (1.62 g, 7.96 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 solid which was purified by column chromatography on silica gel using dichloromethane as eluent. A white foam was obtained which was the mixture of two diastereomers.

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