N-(4-bromobutyl)-N-(5-oxocyclopentenyl)acrylamide | 1005736-33-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(4-bromobutyl)-N-(5-oxocyclopentenyl)acrylamide
• 英文别名: N-(4-bromobutyl)-N-(5-oxocyclopenten-1-yl)prop-2-enamide
• CAS: 1005736-33-3
• 化学式: C₁₂H₁₆BrNO₂
• 分子量: 286.169
• InChiKey: VUJLSAOSRCXGCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-bromobutyl)-N-(5-oxocyclopentenyl)acrylamide 在 三正丁基氢锡 、 1,1'-偶氮(氰基环己烷) 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以55%的产率得到5-Azatricyclo[8.3.0.01,5]tridecane-4,13-dione
  参考文献：
  名称：

  Total synthesis of (±)-stemonamide, (±)-isostemonamide, (±)-stemonamine, and (±)-isostemonamine using a radical cascade

  摘要：

  A total synthesis of (+/-)-stemonamide and (+/-)-isostemonamide has been achieved by using a radical cascade that involves two endo-selective cyclizations. (+/-)-Stemonamine and (+/-)-isostemonamine are synthesized by chemoselective reduction of (+/-)-stemonamide and (+/-)-isostemonamide, respectively. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.091
• 作为产物：
  描述：

  环辛烷-1,2-二酮 在 对甲苯磺酸 、 甲基磺酰氯 、 N,N-二异丙基乙胺 作用下， 以 乙二醇二甲醚 、 丙酮 、 苯 为溶剂， 生成 N-(4-bromobutyl)-N-(5-oxocyclopentenyl)acrylamide
  参考文献：
  名称：

  EP2322528

  摘要：

  公开号：

文献信息

• Total Synthesis of (±)-Stemonamide and (±)-Isostemonamide Using a Radical Cascade
  作者：Tsuyoshi Taniguchi、Genzo Tanabe、Osamu Muraoka、Hiroyuki Ishibashi

  DOI：10.1021/ol702563p

  日期：2008.1.1

  Total synthesis of stemonamide and isostemonamide is described. The concise construction of the tricyclic core of these alkaloids was achieved by radical cascade involving 7-endo and 5-endo cyclizations.
• STEMONAMIDE SYNTHESIS INTERMEDIATE AND PHARMACEUTICAL COMPOSITION FOR PREVENTION AND/OR TREATMENT OF CANCER
  申请人：Mukaida Naofumi

  公开号：US20110124630A1

  公开（公告）日：2011-05-26

  An objective of the invention is to provide a compound effective for prevention and/or treatment of cancer. The invention relates to a compound according to by formula I, or a salt, solvate or physiologically functional derivative thereof, and a composition for prevention and/or treatment of cancer comprising the same as an active ingredient: wherein R 1 to R 6 , x, and y are as defined in the description.
• Total synthesis of (±)-stemonamide, (±)-isostemonamide, (±)-stemonamine, and (±)-isostemonamine using a radical cascade
  作者：Tsuyoshi Taniguchi、Hiroyuki Ishibashi

  DOI：10.1016/j.tet.2008.06.091

  日期：2008.9

  A total synthesis of (+/-)-stemonamide and (+/-)-isostemonamide has been achieved by using a radical cascade that involves two endo-selective cyclizations. (+/-)-Stemonamine and (+/-)-isostemonamine are synthesized by chemoselective reduction of (+/-)-stemonamide and (+/-)-isostemonamide, respectively. (C) 2008 Elsevier Ltd. All rights reserved.
• EP2322528
  申请人：——

  公开号：——

  公开（公告）日：——