反応 #502111

ord-7ab72a1b4004402e9802876b8ec4acd9

反応方程式

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
収率 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
収率 106.2%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄the reaction mixture was washed with water, brine
  2. 2
    乾燥dried over sodium sulfate
  3. 3
    ろ過filtered
  4. 4
    その他evaporated

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08088762B2uspto-grants-2012_01