N-tert-butoxycarbonyl-1,3,6,9-tetrahydro-1,1,3,3-tetramethyl-6,9-iminenaphth[2,3-c][1,2,5]oxadisilole

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-tert-butoxycarbonyl-1,3,6,9-tetrahydro-1,1,3,3-tetramethyl-6,9-iminenaphth[2,3-c][1,2,5]oxadisilole
• 英文别名: tert-butyl (1S,11R)-4,4,6,6-tetramethyl-5-oxa-14-aza-4,6-disilatetracyclo[9.2.1.02,10.03,7]tetradeca-2(10),3(7),8,12-tetraene-14-carboxylate
• 化学式: C₁₉H₂₇NO₃Si₂
• 分子量: 373.599
• InChiKey: LAOSRRWXWBQWPR-KGLIPLIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-tert-butoxycarbonyl-1,3,6,9-tetrahydro-1,1,3,3-tetramethyl-6,9-iminenaphth[2,3-c][1,2,5]oxadisilole 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以98%的产率得到N-tert-butoxycarbonyl-1,3,6,7,8,9-hexahydro-1,1,3,3-tetramethyl-6,9-iminenaphth[2,3-c][1,2,5]oxadisilole
  参考文献：
  名称：

  Generation of Synthetic Equivalents of Benzdiynes from Benzobisoxadisiloles

  摘要：

  Linear and angular benzobisoxadisiloles 14 and 16 can serve as the precursors for stepwise generations of the syntetic equivalents of 1,4- and 1,3-benzdiynes. Benzynes generated were trapped as [4+2] cycloaddition products. Two identical or different rings can be fused to the benzdiyne equivalents. Highly substituted arenes were obtained by removing the oxygen bridges from the furan adducts. The synthesis of naphthoxadisilole 28, which can serve as the precursor of 2,3-naphthyne, is also described.

  DOI：

  10.1021/jo049091z
• 作为产物：
  描述：

  六溴苯 在 三氟甲磺酸 、 碘苯二乙酸 、 sodium methylate 、 一水合肼 、 magnesium 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 N-tert-butoxycarbonyl-1,3,6,9-tetrahydro-1,1,3,3-tetramethyl-6,9-iminenaphth[2,3-c][1,2,5]oxadisilole
  参考文献：
  名称：

  Generation of Synthetic Equivalents of Benzdiynes from Benzobisoxadisiloles

  摘要：

  Linear and angular benzobisoxadisiloles 14 and 16 can serve as the precursors for stepwise generations of the syntetic equivalents of 1,4- and 1,3-benzdiynes. Benzynes generated were trapped as [4+2] cycloaddition products. Two identical or different rings can be fused to the benzdiyne equivalents. Highly substituted arenes were obtained by removing the oxygen bridges from the furan adducts. The synthesis of naphthoxadisilole 28, which can serve as the precursor of 2,3-naphthyne, is also described.

  DOI：

  10.1021/jo049091z