| 143121-45-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 143121-45-3
• 化学式: C₃₂H₄₄O₄Si
• 分子量: 520.784
• InChiKey: PTYPIVGXFYLHQO-VGHCEUJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.58
• 重原子数：
  37.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 16.0h， 生成 2-[(3aS,4R,5S,9bR)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2,5-trimethyl-4,6,7,8,9,9b-hexahydro-3aH-benzo[e][1,3]benzodioxol-4-yl]acetonitrile
  参考文献：
  名称：

  Synthetic studies on wortmannin and 11-desacetoxywortmannin

  摘要：

  This report describes the first synthesis of the highly reactive furanocyclohexadienone lactone subunit of the natural products wortmannin (1) and 11-desacetoxywortmannin (2). The simplified wortmannin analogue 6 was prepared by acid treatment of aminomethylene lactone 22 in analogy to the known conversion of lactone 3 into wortmannin. Compound 22 was, in turn, prepared from the readily accessible lactone 18 through sequential oxidations and introduction of the aminomethylene unit using tris(dimethylamino)methane.

  DOI：

  10.1021/jo00044a025
• 作为产物：
  描述：

  [(3aS,4S,5S,9bR)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2,5-trimethyl-4,6,7,8,9,9b-hexahydro-3aH-benzo[e][1,3]benzodioxol-4-yl]methyl 2,2-dimethylpropanoate 在 甲基锂 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.5h， 以92%的产率得到
  参考文献：
  名称：

  Synthetic studies on wortmannin and 11-desacetoxywortmannin

  摘要：

  This report describes the first synthesis of the highly reactive furanocyclohexadienone lactone subunit of the natural products wortmannin (1) and 11-desacetoxywortmannin (2). The simplified wortmannin analogue 6 was prepared by acid treatment of aminomethylene lactone 22 in analogy to the known conversion of lactone 3 into wortmannin. Compound 22 was, in turn, prepared from the readily accessible lactone 18 through sequential oxidations and introduction of the aminomethylene unit using tris(dimethylamino)methane.

  DOI：

  10.1021/jo00044a025