Реакция #502111

ord-7ab72a1b4004402e9802876b8ec4acd9

Уравнение реакции

CC1(C)OC[C@@H](CO)O1
((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)methan-1-ol
CCN(CC)CC
triethylamine
CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1
tert-butylchlorodiphenylsilane
CC1(C)OC[C@@H](CO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)O1
title compound
Выход 106.2%
CC1(C)OC[C@@H](CO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)O1
1-(((4S)-2,2-Dimethyl(1,3-dioxolan-4-yl))methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane
Выход 106.2%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Промывкаthe reaction mixture was washed with water, brine
  2. 2
    Сушкаdried over sodium sulfate
  3. 3
    Фильтрацияfiltered
  4. 4
    Другоеevaporated

Методика

To a solution of ((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)methan-1-ol (9 g, 68.6 mmol) in anhydrous dichloromethane (40 mL) were added triethylamine (11.2 mL), tert-butylchlorodiphenylsilane (19.8 g, 372 mmol), and N,N-dimethylaminopyridine (DMAP, 418 mg, 3.4 mmol) at room temperature under a nitrogen atmosphere. The reaction mixture was stirred at room temperature overnight. It was then diluted with additional dichloromethane and the reaction mixture was washed with water, brine, dried over sodium sulfate, filtered and evaporated to give the title compound (27 g) which was used in the next step without further purification.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08088762B2uspto-grants-2012_01