反応式
[C:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(O[Si](C)(C)C)C.FC(S(O[Si](C)(C)C)(=O)=O)(F)F.C[Si](C)(C)[CH2:36][C:37](=[CH2:45])[CH2:38][CH2:39][O:40][Si](C)(C)C>C(Cl)(Cl)(Cl)Cl>[CH2:36]=[C:37]1[CH2:45][C:11]2([CH2:12][CH2:13][N:8]([C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])[CH2:9][CH2:10]2)[O:40][CH2:39][CH2:38]1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 2.5 °C
実験手順
To a solution of 1-Boc-piperidone (2.39 g, 12 mmol) and ethoxytrimethylsilane (3.75 mL, 24 mmol) in 80 mL of CCl4 under stirring at 0° C. was added trimethylsilyl trifluoromethylsulfonate (217 μL, 1.2 mmol) and trimethyl-(2-methylene-4-trimethylsilyloxybutyl)silane (E. I. Marko et al., Journal of Organic Chemistry 1992, 57, 2211-2213) dissolved in in 23 mL of CCl4. After stirring at 0-5° C. for 6 h and overnight resting at 0° C., the reaction mixture was washed with water, dried on Na2SO4, filtered and the solvent was evaporated to dryness in vacuo. The residual 6.5 g of colourless oil was purified by means of automated flash chromatography (SP1®TM-Biotage; Petroleum Ether-EtOAc gradient from 99:1 to 85:15) to give 3.2 g of the title compound as colourless oil. Yield: 1000%
後処理
- customresting at 0° C.
- washthe reaction mixture was washed with water
- customdried on Na2SO4
- filtrationfiltered
- customthe solvent was evaporated to dryness in vacuo
- customThe residual 6.5 g of colourless oil was purified by means of automated flash chromatography (SP1®TM-Biotage; Petroleum Ether-EtOAc gradient from 99:1 to 85:15)
出典と根拠
- ORDレコード
- ord-046ce2b90beb415ebff87294528d8365
- 出典データセット
- uspto-grants-2013_11
- 特許番号
- US08580962B2
関連ノート
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