N,N-dimethyl-thiocarbamic acid O-(7,13-bis(N,N-dimethylcarbamoylsulfanyl)-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yl) ester | 1269659-17-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N,N-dimethyl-thiocarbamic acid O-(7,13-bis(N,N-dimethylcarbamoylsulfanyl)-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yl) ester
• 英文别名: 2,7,12-trimethoxy-3,8,13-tri(N,N-dimethylamino)oxomethylthiodihydro-5H-tribenzo[a,d,g]cyclononene；S-(7,12-bis-dimethylcarbamoylsulfanyl-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yl) ester；S-[[12,19-bis(dimethylcarbamoylsulfanyl)-6,13,20-trimethoxy-5-tetracyclo[15.4.0.03,8.010,15]henicosa-1(21),3,5,7,10,12,14,17,19-nonaenyl]] N,N-dimethylcarbamothioate
• CAS: 1269659-17-7
• 化学式: C₃₃H₃₉N₃O₆S₃
• 分子量: 669.887
• InChiKey: KXQVXKXEOAVGIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  45
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  165
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-thiocarbamic acid O-(7,13-bis(N,N-dimethylcarbamoylsulfanyl)-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yl) ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以94%的产率得到3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene-2,7,12-trithiol (cyclotrithioguaiacylene)
  参考文献：
  名称：

  Synthesis and Methane-Binding Properties of Disulfide-Linked Cryptophane-0.0.0

  摘要：

  DOI：

  10.1002/anie.201106512
• 作为产物：
  描述：

  cyclotriguaiacyclene 在 三乙烯二胺 作用下， 以 N-甲基吡咯烷酮 、 二苯醚 为溶剂， 反应 21.5h， 生成 N,N-dimethyl-thiocarbamic acid O-(7,13-bis(N,N-dimethylcarbamoylsulfanyl)-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yl) ester
  参考文献：
  名称：

  Synthesis and Methane-Binding Properties of Disulfide-Linked Cryptophane-0.0.0

  摘要：

  DOI：

  10.1002/anie.201106512

文献信息

• A bis(disulfide)-linked offset cryptophane
  作者：Marc A. Little、Malcolm A. Halcrow、Michaele J. Hardie

  DOI：10.1039/c3cc38768b

  日期：——

  A new bis(disulfide)-linked offset dimer is formed from a dithiolated analogue of cyclotriguaiacylene. Unlike a similar tris(disulfide)-linked example, this is not a true cryptophane as the offset nature of the dimerisation and intramolecular host-guest interactions preclude its use as a host.

  一种新的双（二硫键）连接的胶版二聚体是由环三瓜二烯的二硫代化类似物形成的。与类似的三（二硫键）连接的例子不同，这不是真正的隐烷，因为二聚作用和分子内主体-客体相互作用的抵消性质使其无法用作主体。
• Sulfur-Incorporating Cyclotriveratrylene Analogues: The Synthesis of Cyclotrithioguaiacylene
  作者：Julien Sanseverino、Jean-Claude Chambron、Emmanuel Aubert、Enrique Espinosa

  DOI：10.1021/jo102324u

  日期：2011.3.18

  Cyclotriguaiacylene 1 is the universal precursor of cryptophanes, and represents an important intermediate for the preparation of functionalized cavitands of the cyclotriveratrylene family. Its thio analogue (cyclotrithioguaiacylene 3) was synthesized by two different routes, involving either the Newman-Kwart or the Pummerer rearrangement. The latter, performed starting from a trisulfoxide precursor, produced a purer compound in higher overall yield.
• Synthesis and Methane-Binding Properties of Disulfide-Linked Cryptophane-0.0.0
  作者：Marc A. Little、Jessica Donkin、Julie Fisher、Malcolm A. Halcrow、Jordan Loder、Michaele J. Hardie

  DOI：10.1002/anie.201106512

  日期：2012.1.16