3-bromo-8-(tert-butyl-dimethyl-silanyloxy)-9-[5-(tert-butyl-dimethyl-silanyl)-pent-2-en-4-ynyl]-2-ethyl-2,3,4,7,8,9-hexahydro-oxonine | 926653-35-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-bromo-8-(tert-butyl-dimethyl-silanyloxy)-9-[5-(tert-butyl-dimethyl-silanyl)-pent-2-en-4-ynyl]-2-ethyl-2,3,4,7,8,9-hexahydro-oxonine
• CAS: 926653-35-2
• 化学式: C₂₇H₄₉BrO₂Si₂
• 分子量: 541.76
• InChiKey: XGFIDJCHJQOWAF-KILUHTIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.65
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-bromo-8-(tert-butyl-dimethyl-silanyloxy)-9-[5-(tert-butyl-dimethyl-silanyl)-pent-2-en-4-ynyl]-2-ethyl-2,3,4,7,8,9-hexahydro-oxonine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以100%的产率得到(2S,3S,8R,9S)-8-bromo-9-ethyl-2-pent-2-en-4-ynyl-2,3,4,7,8,9-hexahydro-oxonin-3-ol
  参考文献：
  名称：

  Total synthesis of (+)-obtusenyne

  摘要：

  The stercoselective total synthesis of (+)-obtusenyne is described. The oxonene skeleton possessing trans-orientated alkyl substituents at the alpha,alpha'-positions was stereoselectively constructed via cyclization of the corresponding hydroxy epoxide promoted by Eu(fod)(3). (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2006.11.080
• 作为产物：
  描述：

  [8-bromo-2-(3,3-dibromo-allyl)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-3-yloxy]-tert-butyl-dimethyl-silane 在 四(三苯基膦)钯 copper(l) iodide 、 三正丁基氢锡 、 二异丙胺 作用下， 以 苯 为溶剂， 生成 3-bromo-8-(tert-butyl-dimethyl-silanyloxy)-9-[5-(tert-butyl-dimethyl-silanyl)-pent-2-en-4-ynyl]-2-ethyl-2,3,4,7,8,9-hexahydro-oxonine
  参考文献：
  名称：

  Total synthesis of (+)-obtusenyne

  摘要：

  The stercoselective total synthesis of (+)-obtusenyne is described. The oxonene skeleton possessing trans-orientated alkyl substituents at the alpha,alpha'-positions was stereoselectively constructed via cyclization of the corresponding hydroxy epoxide promoted by Eu(fod)(3). (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2006.11.080