(2aS,4R,4aR,8aR,8bR)-4-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-8b-trimethylsilanyloxy-2a,4,4a,8,8a,8b-hexahydro-1H,3H-2-oxa-cyclobuta[a]naphthalen-7-one | 141485-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (2aS,4R,4aR,8aR,8bR)-4-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-8b-trimethylsilanyloxy-2a,4,4a,8,8a,8b-hexahydro-1H,3H-2-oxa-cyclobuta[a]naphthalen-7-one
• CAS: 141485-25-8
• 化学式: C₂₁H₃₈O₄Si₂
• 分子量: 410.701
• InChiKey: MTCSWPCPFZWYLI-IAVZTARUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2aS,4R,4aR,8aR,8bR)-4-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-8b-trimethylsilanyloxy-2a,4,4a,8,8a,8b-hexahydro-1H,3H-2-oxa-cyclobuta[a]naphthalen-7-one 生成 (2aR,4S,4aS,8S,8aR,8bS)-4-[tert-butyl(dimethyl)silyl]oxy-8,8b-dihydroxy-4a-methyl-1,2a,3,4,8,8a-hexahydronaphtho[2,1-b]oxet-7-one
  参考文献：
  名称：

  A straightforward route to functionalized intermediates containing the CD substructure of taxol.

  摘要：

  The Wieland-Miescher ketone lends itself to conversion, in a few steps, to intermediates which could well be useful for a synthesis of taxol (1) and analogs thereof.

  DOI：

  10.1021/jo00038a008
• 作为产物：
  描述：

  (2aR,4S,4aS,8aS,8bS)-4-[tert-butyl(dimethyl)silyl]oxy-4a-methylspiro[1,2a,3,4,5,6,8,8a-octahydronaphtho[2,1-b]oxete-7,2'-1,3-dioxolane]-8b-ol 在 吡啶 、 palladium diacetate 、 collidinium p-toluene sulfonate 、 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 121.5h， 生成 (2aS,4R,4aR,8aR,8bR)-4-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-8b-trimethylsilanyloxy-2a,4,4a,8,8a,8b-hexahydro-1H,3H-2-oxa-cyclobuta[a]naphthalen-7-one
  参考文献：
  名称：

  A straightforward route to functionalized intermediates containing the CD substructure of taxol.

  摘要：

  The Wieland-Miescher ketone lends itself to conversion, in a few steps, to intermediates which could well be useful for a synthesis of taxol (1) and analogs thereof.

  DOI：

  10.1021/jo00038a008