N-(2-(4-(benzyloxy)butyl)-4,4,5-trimethyl-3-phenylcyclopent-2-enylidene)-4-methylbenzensulfonamide | 1085524-10-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-(2-(4-(benzyloxy)butyl)-4,4,5-trimethyl-3-phenylcyclopent-2-enylidene)-4-methylbenzensulfonamide
• 英文别名: 4-methyl-N-[4,4,5-trimethyl-3-phenyl-2-(4-phenylmethoxybutyl)cyclopent-2-en-1-ylidene]benzenesulfonamide
• CAS: 1085524-10-2
• 化学式: C₃₂H₃₇NO₃S
• 分子量: 515.717
• InChiKey: RQGGHTOYXAOMDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  9-(benzyloxy)-2,2-dimethylnon-4-yn-3-yl 4-methylbenzenesulfonate 、 N-亚苄基-4-甲基苯磺酰胺 在 silver tetrafluoroborate 、 1,3-双(2,6-二-异丙基苯基)咪唑-2-亚基金(I)氯化物 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以64%的产率得到N-(2-(4-(benzyloxy)butyl)-4,4,5-trimethyl-3-phenylcyclopent-2-enylidene)-4-methylbenzensulfonamide
  参考文献：
  名称：

  Intermolecular Reaction of Internal Alkynes and Imines: Propargyl Tosylates as Key Partners in a Gold-Catalyzed [4 + 1] Unusual Cyclization Leading to Cyclopent-2-enimines

  摘要：

  Propargyl tosylates react with N-tosylaidimines to afford cyclopent-2-enimines in a gold-catalyzed process that involves a deep reorganization of both substrates. The formal [4 + 1] cyclization Is initiated by a 1,2-migration of the tosylate that eventually generates a substituted 1,3-diene, Subsequent Interaction with the Imine launches a series of reaction steps prior to a Nazarov-like cyclization to yield the final product.

  DOI：

  10.1021/ol8025523

文献信息

• Intermolecular Reaction of Internal Alkynes and Imines: Propargyl Tosylates as Key Partners in a Gold-Catalyzed [4 + 1] Unusual Cyclization Leading to Cyclopent-2-enimines
  作者：Samuel Suárez-Pantiga、Eduardo Rubio、Carmen Alvarez-Rúa、José M. González

  DOI：10.1021/ol8025523

  日期：2009.1.1

  Propargyl tosylates react with N-tosylaidimines to afford cyclopent-2-enimines in a gold-catalyzed process that involves a deep reorganization of both substrates. The formal [4 + 1] cyclization Is initiated by a 1,2-migration of the tosylate that eventually generates a substituted 1,3-diene, Subsequent Interaction with the Imine launches a series of reaction steps prior to a Nazarov-like cyclization to yield the final product.