ethyl (2S,3aS,4S,5R,6S,8aS)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-2-ethenyl-4-hydroxy-1,2,3,3a,4,5,6,8a-octahydroazulene-5-carboxylate | 1070804-01-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl (2S,3aS,4S,5R,6S,8aS)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-2-ethenyl-4-hydroxy-1,2,3,3a,4,5,6,8a-octahydroazulene-5-carboxylate
• CAS: 1070804-01-1
• 化学式: C₂₃H₃₄O₅
• 分子量: 390.52
• InChiKey: PJOILGFTOBDTEH-GDKPVDCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (2S,3aS,4S,5R,6S,8aS)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-2-ethenyl-4-hydroxy-1,2,3,3a,4,5,6,8a-octahydroazulene-5-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以95%的产率得到(2S,3aS,4S,5S,6S,8aS)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-2-ethenyl-5-(hydroxymethyl)-1,2,3,3a,4,5,6,8a-octahydroazulen-4-ol
  参考文献：
  名称：

  A novel asymmetric approach to a densely functionalized lactarane ring system through a domino ring opening–ring closing metathesis of a norbornene derivative

  摘要：

  A novel route for the synthesis of a highly functionalized lactarane skeleton in enantiomerically pure form is described via ROM-RCM of an appropriately constructed norbornene derivative as the key step. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.083
• 作为产物：
  描述：

  乙烯 、 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以65%的产率得到ethyl (2S,3aS,4S,5R,6S,8aS)-6-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-2-ethenyl-4-hydroxy-1,2,3,3a,4,5,6,8a-octahydroazulene-5-carboxylate
  参考文献：
  名称：

  A novel asymmetric approach to a densely functionalized lactarane ring system through a domino ring opening–ring closing metathesis of a norbornene derivative

  摘要：

  A novel route for the synthesis of a highly functionalized lactarane skeleton in enantiomerically pure form is described via ROM-RCM of an appropriately constructed norbornene derivative as the key step. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.083