(13S,17S)-1,4-diazapentacyclo[15.8.0.04,13.07,12.018,23]pentacosa-7,9,11,18,20,22-hexaen-2-one | 212561-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (13S,17S)-1,4-diazapentacyclo[15.8.0.04,13.07,12.018,23]pentacosa-7,9,11,18,20,22-hexaen-2-one
• CAS: 212561-62-1
• 化学式: C₂₃H₂₆N₂O
• 分子量: 346.472
• InChiKey: ZVZAQJNQEFBDME-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (13S,17S)-1,4-diazapentacyclo[15.8.0.04,13.07,12.018,23]pentacosa-7,9,11,18,20,22-hexaen-2-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以94%的产率得到(13S,17S)-1,4-diazapentacyclo[15.8.0.04,13.07,12.018,23]pentacosa-7,9,11,18,20,22-hexaene
  参考文献：
  名称：

  A route to chiral, non-racemic macroheterocycles

  摘要：

  By double alkylation of chiral isoquinoline formamidines, a 71% yield of the bis-1,3(1-tetrahydroisoquinolinyl)propane was formed in >95% ee, Macrocyclization using 2-bromoacetyl bromide gave the [9]-ring diazaheterocycle (11) and the [18]-ring tetra-azaheterocycle (12) in 24 and 57% yields, respectively. After reduction of these lactams, the title compounds 13 and 15 were obtained. X-ray structures are presented for these novel chiral ring systems. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00560-2
• 作为产物：
  描述：

  [1-(3,4-Dihydro-1H-isoquinolin-2-yl)-meth-(E)-ylidene]-((S)-1-methoxymethyl-2-methyl-propyl)-amine 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 (13S,17S)-1,4-diazapentacyclo[15.8.0.04,13.07,12.018,23]pentacosa-7,9,11,18,20,22-hexaen-2-one
  参考文献：
  名称：

  A route to chiral, non-racemic macroheterocycles

  摘要：

  By double alkylation of chiral isoquinoline formamidines, a 71% yield of the bis-1,3(1-tetrahydroisoquinolinyl)propane was formed in >95% ee, Macrocyclization using 2-bromoacetyl bromide gave the [9]-ring diazaheterocycle (11) and the [18]-ring tetra-azaheterocycle (12) in 24 and 57% yields, respectively. After reduction of these lactams, the title compounds 13 and 15 were obtained. X-ray structures are presented for these novel chiral ring systems. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00560-2