Реакция #50038

Уравнение реакции

Carbobenzyloxy-L-proline

phosphate

ether

→

carbobenzyloxy-L-prolinol

Выход 113.6%

Растворители

THF

THF

Условия реакции

Обработка

1. 1
   workup.WAITat ambient temperature for 16 hr
2. 2
   workup.ADDITIONmixed well
3. 3
   ДругоеThe layers were separated
4. 4
   Экстракцияthe aqueous portion was extracted with ether (500 mL)
5. 5
   ПромывкаThe combined organic layers were washed with brine (500 mL)
6. 6
   Сушкаdried (Na2SO4)
7. 7
   Фильтрацияfiltered
8. 8
   ДругоеThe solvents were evaporated in vacuo

Методика

To Carbobenzyloxy-L-proline (Aldrich, 9.80 g, 39.3 mmol) in THF (100 mL) at 0° C. was added BH3 -THF complex (Aldrich, 1M in THF, 100 mL, 100 mmol). The mixture was stirred at 0° C. for 2 hours, then at ambient temperature for 16 hr. The reaction mixture was poured into pH 7 phosphate buffer solution (500 mL) and ether (600 mL) and mixed well. The layers were separated and the aqueous portion was extracted with ether (500 mL). The combined organic layers were washed with brine (500 mL), dried (Na2SO4) and filtered. The solvents were evaporated in vacuo leaving the crude carbobenzyloxy-L-prolinol as an oil (10.5 g).

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