(1R,2S,15S,18S,19R,20R)-19-(4-methoxyphenyl)-20-methyl-3,13-diazaheptacyclo[17.5.2.01,20.02,18.03,15.06,14.07,12]hexacosa-6(14),7,9,11,25-pentaen-17-one | 403621-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (1R,2S,15S,18S,19R,20R)-19-(4-methoxyphenyl)-20-methyl-3,13-diazaheptacyclo[17.5.2.01,20.02,18.03,15.06,14.07,12]hexacosa-6(14),7,9,11,25-pentaen-17-one
• CAS: 403621-54-5
• 化学式: C₃₂H₃₄N₂O₂
• 分子量: 478.634
• InChiKey: JUYNJWGEHMQIPI-YINNGTTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  45.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,2S,15S,18S,19R,20R)-19-(4-methoxyphenyl)-20-methyl-3,13-diazaheptacyclo[17.5.2.01,20.02,18.03,15.06,14.07,12]hexacosa-6(14),7,9,11,25-pentaen-17-one 150.0 ℃ 、1.0 Pa 条件下， 反应 0.08h， 以86%的产率得到(S)-6,7,12,12b-Tetrahydro-1H-indolo[2,3-a]quinolizin-2-one
  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：

  1-[(1S,6S,7R)-7-(4-methoxyphenyl)-6-methyl-8-tricyclo[5.2.2.01,6]undeca-8,10-dienyl]ethanone 在 2,6-二叔丁基吡啶 、 三乙胺 、 zinc(II) chloride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 20.0 ℃ 、1400.03 MPa 条件下， 反应 45.5h， 生成 (1R,2S,15S,18S,19R,20R)-19-(4-methoxyphenyl)-20-methyl-3,13-diazaheptacyclo[17.5.2.01,20.02,18.03,15.06,14.07,12]hexacosa-6(14),7,9,11,25-pentaen-17-one
  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.