Реакция #8843

Уравнение реакции

4-(1-(tert-butoxycarbonyl)-4-(methoxy-carbonyl)piperidin-4-yl)butanoic acid

4-(1-(tert-Butoxycarbonyl)-4-(methoxycarbonyl)piperidin-4-yl)butanoic acid

trimethylsilyldiazomethane

→

title compound

Выход 82.4%

Methyl 4-(1-(tert-butoxycarbonyl)-4-(methoxycarbonyl)piperidin-4-yl)butanoate

Выход 82.4%

Растворители

dichloromethane methanol

Условия реакции

Обработка

1. 1
   Концентрированиеconcentrated
2. 2
   Другоеto afford 25.5 g
3. 3
   ДругоеThe residue was purified by flash chromatography
4. 4
   Промывкаeluting with 20–30% ethyl acetate in hexanes

Методика

To a solution of 4-(1-(tert-butoxycarbonyl)-4-(methoxy-carbonyl)piperidin-4-yl)butanoic acid (23.4 g, 0.071 mol) from Step D in 3:1 dichloromethane/methanol (480 mL) at 0° C. was added a solution of trimethylsilyldiazomethane (53 mL, 0.11 mol, 2.0M in hexane). The reaction mixture was stirred for 15 min and then concentrated to afford 25.5 g. The residue was purified by flash chromatography eluting with 20–30% ethyl acetate in hexanes to give the title compound (20.1 g).

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