1-[(1S,6S,7R)-7-(4-methoxyphenyl)-6-methyl-8-tricyclo[5.2.2.01,6]undeca-8,10-dienyl]ethenoxy-trimethylsilane | 403621-32-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[(1S,6S,7R)-7-(4-methoxyphenyl)-6-methyl-8-tricyclo[5.2.2.01,6]undeca-8,10-dienyl]ethenoxy-trimethylsilane
• CAS: 403621-32-9
• 化学式: C₂₄H₃₂O₂Si
• 分子量: 380.602
• InChiKey: SSYNNTVQGKJTLH-HJOGWXRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.37
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[(1S,6S,7R)-7-(4-methoxyphenyl)-6-methyl-8-tricyclo[5.2.2.01,6]undeca-8,10-dienyl]ethenoxy-trimethylsilane 在 Amberlyst 15 、 potassium tri-sec-butyl-borohydride 作用下， 以 二氯甲烷 、 丙酮 、 甲苯 、 叔丁醇 为溶剂， 20.0~150.0 ℃ 、1400.03 MPa 条件下， 反应 452.17h， 生成 1-[(1S,6S,7R)-7-(4-methoxyphenyl)-6-methyl-8-tricyclo[5.2.2.01,6]undeca-8,10-dienyl]ethanone
  参考文献：
  名称：

  Enantiopure Polycycles by Sequential Cycloadditions

  摘要：

  The enolsilyl ether 2, generated from butynone adduct 3, which is easily available from the enantiomerically pure cyclopentadiene 1, proved to be a general building block for polycyclic anellation products to cyclohexenone. After proper adjustment of functional groups in the cycloadducts by means of high pressure Diels-Alder cycloadditions, the thermal retro-process provided routes to various enantiopure alicyclic and. heterocyclic target compounds in high yields.

  DOI：

  10.1002/1099-0690(200111)2001:21<4051::aid-ejoc4051>3.0.co;2-5
• 作为产物：
  描述：

  三甲基氯硅烷 、 1-[(1S,6S,7R)-7-(4-methoxyphenyl)-6-methyl-8-tricyclo[5.2.2.01,6]undeca-8,10-dienyl]ethanone 在 三乙胺 、 zinc(II) chloride 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以98%的产率得到1-[(1S,6S,7R)-7-(4-methoxyphenyl)-6-methyl-8-tricyclo[5.2.2.01,6]undeca-8,10-dienyl]ethenoxy-trimethylsilane
  参考文献：
  名称：

  Enantiopure Polycycles by Sequential Cycloadditions

  摘要：

  The enolsilyl ether 2, generated from butynone adduct 3, which is easily available from the enantiomerically pure cyclopentadiene 1, proved to be a general building block for polycyclic anellation products to cyclohexenone. After proper adjustment of functional groups in the cycloadducts by means of high pressure Diels-Alder cycloadditions, the thermal retro-process provided routes to various enantiopure alicyclic and. heterocyclic target compounds in high yields.

  DOI：

  10.1002/1099-0690(200111)2001:21<4051::aid-ejoc4051>3.0.co;2-5

文献信息

• Enantiopure Polycycles by Sequential Cycloadditions
  作者：Martina Wolter、Claudia Borm、Erik Merten、Rudolf Wartchow、Ekkehard Winterfeldt

  DOI：10.1002/1099-0690(200111)2001:21<4051::aid-ejoc4051>3.0.co;2-5

  日期：2001.11

  The enolsilyl ether 2, generated from butynone adduct 3, which is easily available from the enantiomerically pure cyclopentadiene 1, proved to be a general building block for polycyclic anellation products to cyclohexenone. After proper adjustment of functional groups in the cycloadducts by means of high pressure Diels-Alder cycloadditions, the thermal retro-process provided routes to various enantiopure alicyclic and. heterocyclic target compounds in high yields.