Cyclopentyl-bis(3-methoxyprop-1-ynyl)-(1-phenylhex-5-en-3-yloxy)silane | 819048-78-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Cyclopentyl-bis(3-methoxyprop-1-ynyl)-(1-phenylhex-5-en-3-yloxy)silane
• CAS: 819048-78-7
• 化学式: C₂₅H₃₄O₃Si
• 分子量: 410.629
• InChiKey: USNDMBNTRLOJRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Cyclopentyl-bis(3-methoxyprop-1-ynyl)-(1-phenylhex-5-en-3-yloxy)silane 、 烯丙基正戊基甲醇 在 sodium hydride 作用下， 以 正己烷 为溶剂， 反应 0.33h， 以64%的产率得到Cyclopentyl-(3-methoxyprop-1-ynyl)-non-1-en-4-yloxy-(1-phenylhex-5-en-3-yloxy)silane
  参考文献：
  名称：

  Efficient Synthesis of Alkynylsilyl Ethers and Silaketals via Base-Induced Alkynylsilane Alcoholysis

  摘要：

  The efficient silylation of alcohols with di- and trialkynylsilanes was achieved under base-catalyzed conditions to afford alkynyl silyl ethers and symmetrical alkynyl silaketals in good yield. A selective alcoholysis of dialkynyl silyl ethers to mixed silaketals was also demonstrated. These products served as substrates for enyne ring-closing metathesis and, consequently, as precursors to stereochemically defined 1,3-dienes.

  DOI：

  10.1021/jo048908l
• 作为产物：
  描述：

  环戊基三氯硅烷 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.17h， 生成 Cyclopentyl-bis(3-methoxyprop-1-ynyl)-(1-phenylhex-5-en-3-yloxy)silane
  参考文献：
  名称：

  Efficient Synthesis of Alkynylsilyl Ethers and Silaketals via Base-Induced Alkynylsilane Alcoholysis

  摘要：

  The efficient silylation of alcohols with di- and trialkynylsilanes was achieved under base-catalyzed conditions to afford alkynyl silyl ethers and symmetrical alkynyl silaketals in good yield. A selective alcoholysis of dialkynyl silyl ethers to mixed silaketals was also demonstrated. These products served as substrates for enyne ring-closing metathesis and, consequently, as precursors to stereochemically defined 1,3-dienes.

  DOI：

  10.1021/jo048908l

文献信息

• Efficient Synthesis of Alkynylsilyl Ethers and Silaketals via Base-Induced Alkynylsilane Alcoholysis
  作者：Jonathan B. Grimm、Daesung Lee

  DOI：10.1021/jo048908l

  日期：2004.12.1

  The efficient silylation of alcohols with di- and trialkynylsilanes was achieved under base-catalyzed conditions to afford alkynyl silyl ethers and symmetrical alkynyl silaketals in good yield. A selective alcoholysis of dialkynyl silyl ethers to mixed silaketals was also demonstrated. These products served as substrates for enyne ring-closing metathesis and, consequently, as precursors to stereochemically defined 1,3-dienes.