tert-butyl-[(5S,7R)-7-[tert-butyl(dimethyl)silyl]oxy-5-(methoxymethoxy)non-8-enoxy]-diphenylsilane | 1032746-59-0

• 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: tert-butyl-[(5S,7R)-7-[tert-butyl(dimethyl)silyl]oxy-5-(methoxymethoxy)non-8-enoxy]-diphenylsilane
• CAS: 1032746-59-0
• 化学式: C₃₃H₅₄O₄Si₂
• 分子量: 570.96
• InChiKey: TYLUIFOEZGERBX-VMPREFPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  39
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl-[(5S,7R)-7-[tert-butyl(dimethyl)silyl]oxy-5-(methoxymethoxy)non-8-enoxy]-diphenylsilane 、 9-硼双环[3.3.1]壬烷 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 [(5S,7S)-9-(9-borabicyclo[3.3.1]nonan-9-yl)-7-[tert-butyl(dimethyl)silyl]oxy-5-(methoxymethoxy)nonoxy]-tert-butyl-diphenylsilane
  参考文献：
  名称：

  An Efficient Strategy for the Synthesis of Endocyclic Enol Ethers and Its Application to the Synthesis of Spiroacetals

  摘要：

  An efficient strategy for the synthesis of endocyclic enol ethers based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence has been developed. The strategy has successfully been applied to the synthesis of spiroacetals, including cytotoxic marine metabolites attenols A and B.

  DOI：

  10.1021/ol800815t
• 作为产物：
  描述：

  (3R,5S)-9-((tert-butyldiphenylsilyl)oxy)-5-(methoxymethoxy)non-1-en-3-ol 、 叔丁基二甲硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.17h， 以100%的产率得到tert-butyl-[(5S,7R)-7-[tert-butyl(dimethyl)silyl]oxy-5-(methoxymethoxy)non-8-enoxy]-diphenylsilane
  参考文献：
  名称：

  An Efficient Strategy for the Synthesis of Endocyclic Enol Ethers and Its Application to the Synthesis of Spiroacetals

  摘要：

  An efficient strategy for the synthesis of endocyclic enol ethers based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence has been developed. The strategy has successfully been applied to the synthesis of spiroacetals, including cytotoxic marine metabolites attenols A and B.

  DOI：

  10.1021/ol800815t

文献信息

• An Efficient Strategy for the Synthesis of Endocyclic Enol Ethers and Its Application to the Synthesis of Spiroacetals
  作者：Haruhiko Fuwa、Makoto Sasaki

  DOI：10.1021/ol800815t

  日期：2008.6.1

  An efficient strategy for the synthesis of endocyclic enol ethers based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence has been developed. The strategy has successfully been applied to the synthesis of spiroacetals, including cytotoxic marine metabolites attenols A and B.