| 1298087-09-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• CAS: 1298087-09-8
• 化学式: C₃₁H₄₂O₄SSi₂
• 分子量: 566.909
• InChiKey: FRBGDPVIWLRFIB-UYWLDBJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  38.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以79%的产率得到(1R,3R,5R,6S,7S,8R)-8-ethynyl-6-methyl-7-(phenylsulfonyl)-3-(prop-1-en-2-yl)bi cyclo [4.2.0]octane-1,5-diol
  参考文献：
  名称：

  Synthesis of bicyclo[4.2.0]octan-2-ol, a substructure of solanoeclepin A

  摘要：

  A sesterterpenoid solanoeclepin A (1) has a unique structure including a bicyclo[4.2.0]octane substructure, for which a new synthetic methodology is explored particularly to cyclize functionalized cyclobutane rings. An optically active (R)-carvone and a racemic cyclohexenone were each converted into the respective epoxyvinylsulfones, and then subjected to the heteroatom-directed conjugate addition (HADCA) by a lithium acetylide nucleophile. The intermediate carbanions from HADCA were used for the following epoxide opening reaction yielding the four-membered carbocyclic products. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.152
• 作为产物：
  描述：

  (1R,2R,4R,6R)-2-((Z)-2-(dimethyl(phenyl)silyl)-2-(phenylthio)vinyl)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-ol 在 methyllithium lithium bromide 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Synthesis of bicyclo[4.2.0]octan-2-ol, a substructure of solanoeclepin A

  摘要：

  A sesterterpenoid solanoeclepin A (1) has a unique structure including a bicyclo[4.2.0]octane substructure, for which a new synthetic methodology is explored particularly to cyclize functionalized cyclobutane rings. An optically active (R)-carvone and a racemic cyclohexenone were each converted into the respective epoxyvinylsulfones, and then subjected to the heteroatom-directed conjugate addition (HADCA) by a lithium acetylide nucleophile. The intermediate carbanions from HADCA were used for the following epoxide opening reaction yielding the four-membered carbocyclic products. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.152