2,12-dithia-5-methylthio[3](2,6)pyridino[3](1,4)cycl[3.2.2]azinophane | 130558-33-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2,12-dithia-5-methylthio[3](2,6)pyridino[3](1,4)cycl[3.2.2]azinophane
• 英文别名: 2-Methylsulfanyl-5,13-dithia-21,23-diazapentacyclo[13.6.1.17,11.03,20.016,21]tricosa-1(22),2,7,9,11(23),15,17,19-octaene
• CAS: 130558-33-7
• 化学式: C₂₀H₁₈N₂S₃
• 分子量: 382.574
• InChiKey: QMXCWYIHSIPKMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  S-[[6-(acetylsulfanylmethyl)-5-methylsulfanyl-11-azatricyclo[5.3.1.04,11]undeca-1,3,5,7,9-pentaen-2-yl]methyl] ethanethioate 在 lithium aluminium tetrahydride 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 2,12-dithia-5-methylthio[3](2,6)pyridino[3](1,4)cycl[3.2.2]azinophane
  参考文献：
  名称：

  A New Synthesis of 2,12-Dithia[3.3](1,4)cycl[3.2.2]azinophanes

  摘要：

  DOI：

  10.3987/com-90-5368

文献信息

• Synthesis of 2,12-Dithia[3](2,6)pyridino[3](1,4)cycl[3.2.2]azinophane and It's Barrier to Methylene Twist
  作者：Yoshiro Matsuda、Keisuke Katou、Hiroshi Matsumoto、Takanobu Nishiyori、Takashi Uemura、Maki Urakami

  DOI：10.3987/com-96-7462

  日期：——

  A synthesis of the title compound (11) is completed starting from indolizine (3). Key intermediate, bis(mercaptomethyl)cycl[3.2.2]azine (9) has been synthesized by reduction of bis(acetylthiomethyl)cycl[3.2.2]azine (8) with LiAlH4. 2, 12-Dithia[3] (2,6)pyridino[3](1,4)cycl[3.2.2]azinophanes (11a,b) have been synthesized by the reaction of 9 with 2,6-bis(bromomethyl)pyridine (10) in the presence of Cs2CO3 by the high dilution method. In the H-1-nmr spectrum of 11a,b, these exist in the syn conformation in their H-1-nmr spectra With regard to 2, 12-dithia[3](2,6)pyridino[3](1,4)cycl[3.2.2]azinophane (11a), the coalescence temperature for the methylene twist yields an activation barrier, Delta G(double dagger), of 79.5 ki mol(-1) for variable temperature (VT) nmr method.
• MATSUDA, YOSHIRO;GOTOU, HIROMI;KATOU, KEISUKE;MATSUMOTO, HIROSHI;YAMASHIT+, HETEROCYCLES, 31,(1990) N, C. 983-986
  作者：MATSUDA, YOSHIRO、GOTOU, HIROMI、KATOU, KEISUKE、MATSUMOTO, HIROSHI、YAMASHIT+

  DOI：——

  日期：——