ethyl 3-[(Z)-1-[dimethyl(phenyl)silyl]but-1-enyl]sulfanylpropanoate | 185844-42-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: ethyl 3-[(Z)-1-[dimethyl(phenyl)silyl]but-1-enyl]sulfanylpropanoate
• CAS: 185844-42-2
• 化学式: C₁₇H₂₆O₂SSi
• 分子量: 322.544
• InChiKey: YICHSOQTERZJLD-LICLKQGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-[(Z)-1-[dimethyl(phenyl)silyl]but-1-enyl]sulfanylpropanoate 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 以48%的产率得到Ethyl 3-(1-phenylbutylsulfanyl)propanoate
  参考文献：
  名称：

  Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfides

  摘要：

  Aliphatic silyl thioketones containing an alpha-hydrogen atom undergo enethiolization to Z-alpha-silyl enethiols 2. Compounds 2 react with a variety of halides R(3)X to give open-chain alpha-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.

  DOI：

  10.1039/p19960002803
• 作为产物：
  描述：

  1-(二甲基(苯基)甲硅烷基)丁烷-1-酮 在 盐酸 、 硫化氢 、 potassium carbonate 作用下， 以 乙醚 、 丙酮 为溶剂， 生成 ethyl 3-[(Z)-1-[dimethyl(phenyl)silyl]but-1-enyl]sulfanylpropanoate
  参考文献：
  名称：

  Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfides

  摘要：

  Aliphatic silyl thioketones containing an alpha-hydrogen atom undergo enethiolization to Z-alpha-silyl enethiols 2. Compounds 2 react with a variety of halides R(3)X to give open-chain alpha-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.

  DOI：

  10.1039/p19960002803

文献信息

• Bonini, Bianca Flavia; Franchini, Mauro Comes; Fochi, Mariafrancesca, Journal of the Chemical Society. Perkin transactions I, 1997, # 21, p. 3211 - 3217
  作者：Bonini, Bianca Flavia、Franchini, Mauro Comes、Fochi, Mariafrancesca、Mazzanti, Germana、Ricci, Alfredo

  DOI：——

  日期：——
• Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfides
  作者：Bianca Flavia Bonini、Mauro Comes-Franchini、Mariafrancesca Fochi、Germana Mazzanti、Francesca Peri、Alfredo Ricci

  DOI：10.1039/p19960002803

  日期：——

  Aliphatic silyl thioketones containing an alpha-hydrogen atom undergo enethiolization to Z-alpha-silyl enethiols 2. Compounds 2 react with a variety of halides R(3)X to give open-chain alpha-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.