Реакция #1543047

Уравнение реакции

Boc-D-Pal

2-iodopropane

2-iodopropane

→

yellow oil

Выход 78.3%

Boc-D-Pal(iPr)

Выход 78.3%

Растворители

water

2-propanol

Условия реакции

Обработка

1. 1
   workup.ADDITIONAfter addition
2. 2
   Температураto warm to room temperature
3. 3
   ФильтрацияThe mixture was filtered
4. 4
   Промывкаthe precipitate was washed with ethanol (2×15 ml)
5. 5
   ДругоеThe filtrate was evaporated

Методика

Boc-D-Pal (4.0 g, 17.7 mmol) and Ag2O (8.0 g, 34.4 mmol) in 22 ml water was stirred at room temperature for 4 hours. The reaction vessel was cooled to 0° C., and 2-iodopropane (20.4 g, 120 mmol) in 40 ml 2-propanol was added. After addition was complete, the mixture was allowed to warm to room temperature and stirred for 4 days. Additional Ag2O (2 g) and 2-iodopropane (2 g) were added after 24 hours and again after 48 hours. The mixture was filtered, and the precipitate was washed with ethanol (2×15 ml). The filtrate was evaporated to yield 4.3 g of a yellow oil. Crystallization from ethanol/ethyl acetate gave light yellow crystals (3.0 g); Yield: 63%; m.p. 182°-185° C.

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