Реакция #60384

Уравнение реакции

3-phenyl-3-(3-trifluoromethyl-benzenesulfonylamino)-propionic acid

trifluoro-methanesulfonic acid 5-amino-5,6,7,8-tetrahydro-naphthalen-2-yl ester

trifluoro-methanesulfonic acid 5-amino-5,6,7,8-tetrahydro-naphthalen-2-yl Ester

HOBt

EDC

→

title compound

Trifluoro-methanesulfonic acid 5-[3-phenyl-3-(3-trifluoromethyl-benzenesulfonylamino)-propionylamino]-5,6,7,8-tetrahydro-naphthalen-2-yl Ester

Растворители

CH2Cl2

CH2Cl2

Условия реакции

Обработка

1. 1
   ПромывкаThe organic phase was washed with saturated NaHCO3, water and brine
2. 2
   Сушкаdried over Na2SO4
3. 3
   Фильтрацияfiltered
4. 4
   Концентрированиеconcentrated in vacuo
5. 5
   ДругоеThe crude was purified by silica gel chromatography (16-30% EtOAc-hexane)

Методика

To a solution of 3-phenyl-3-(3-trifluoromethyl-benzenesulfonylamino)-propionic acid (4.31 g, 11.56 mmol), trifluoro-methanesulfonic acid 5-amino-5,6,7,8-tetrahydro-naphthalen-2-yl ester (Step D, 3.10 g, 10.51 mmol), HOBt (Aldrich, 1.28 g, 9.46 mmol), and CH2Cl2 (30 mL) was added EDC (Aldrich, 3.02 g, 15.76 mmol). The reaction was stirred at RT overnight and diluted with CH2Cl2 (100 mL). The organic phase was washed with saturated NaHCO3, water and brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude was purified by silica gel chromatography (16-30% EtOAc-hexane) to afford the title compound as an off-white solid. MS (ESI): 651 (M+H)+.

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