Реакция #1337117

Уравнение реакции

bis(2-oxo-3-oxazolidinyl)phosphinic chloride

1-(N-t-Butoxycarbonyl-2(S)-aminobutyryl)-5-methoxy-indoline-2(S)-carboxylic acid

2,2,2-trifluoroethylamine hydrochloride

triethylamine

→

desired product

1-(N-t-Butoxycarbonyl-2(S)-aminobutyryl)-5-methoxyindoline-2(R/S)-carboxylic acid (2,2,2-trifluoroethyl)amide

Растворители

ethyl acetate

dichloromethane

Условия реакции

Обработка

1. 1
   Другоеto rise to room temperature
2. 2
   Фильтрацияfiltered
3. 3
   КонцентрированиеThe filtrate was concentrated under vacuum
4. 4
   Другоеto give a brown solid which

Методика

1-(N-t-Butoxycarbonyl-2(S)-aminobutyryl)-5-methoxy-indoline-2(S)-carboxylic acid (0.38 g, 1 mmol) and 2,2,2-trifluoroethylamine hydrochloride (0.271 g, 2.0 mmol) were dissolved in dried dichloromethane (20 ml) under nitrogen at 0° C., and triethylamine (0.7 ml, 5 mmol) was added followed by bis(2-oxo-3-oxazolidinyl)phosphinic chloride (0.509 g, 2 mmol). The temperature was allowed to rise to room temperature and the mixture was stirred at room temperature for 24 hours, then filtered. The filtrate was concentrated under vacuum to give a brown solid which was columned on silica gel using 7:3 petroleum spirit:ethyl acetate as eluent to provide a white solid as the desired product.

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