(E)-1-(1H-indol-3-yl)-4,4-dimethylpent-1-en-3-one | 1330579-48-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-1-(1H-indol-3-yl)-4,4-dimethylpent-1-en-3-one
• CAS: 1330579-48-0
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: GNIPFTZLRKBQKL-CMDGGOBGSA-N

物化性质

• 沸点：
  413.0±20.0 °C(predicted)
• 密度：
  1.103±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-1-(1H-indol-3-yl)-4,4-dimethylpent-1-en-3-one 、 反式-BETA-苯乙烯硼酸 在 (1R,3'r)-3,3'-bis(perfluorophenyl)[1,1'-binaphthalene]-2,2'-diol 、 magnesium 2-methylpropan-2-olate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以81%的产率得到(E)-5-(1H-indol-3-yl)-2,2-dimethyl-7-phenylhept-6-en-3-one
  参考文献：
  名称：

  Enantioselective Conjugate Addition of Alkenylboronic Acids to Indole-Appended Enones

  摘要：

  An enantioselective addition of alkenylboronic acids and alkynylboronic esters to unprotected indole-appended enones is reported. This transformation proceeds with high enantioselectivity and high product yields via the use of catalytic amounts of 3,3'-bis(pentafluorophenyl)-BINOL and Mg(Ot-Bu)(2). A range of a-branched indole derivatives are available from the transformation.

  DOI：

  10.1021/ol2020847
• 作为产物：
  描述：

  三甲基乙酰氯 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 19.75h， 生成 (E)-1-(1H-indol-3-yl)-4,4-dimethylpent-1-en-3-one
  参考文献：
  名称：

  Enantioselective Conjugate Addition of Alkenylboronic Acids to Indole-Appended Enones

  摘要：

  An enantioselective addition of alkenylboronic acids and alkynylboronic esters to unprotected indole-appended enones is reported. This transformation proceeds with high enantioselectivity and high product yields via the use of catalytic amounts of 3,3'-bis(pentafluorophenyl)-BINOL and Mg(Ot-Bu)(2). A range of a-branched indole derivatives are available from the transformation.

  DOI：

  10.1021/ol2020847

文献信息

• CONSTRUCTION AND SCREENING OF SOLUTION-PHASE DERIVED LIBRARY OF FENBUFEN AND ETHACRYNIC ACID
  申请人：Yu Chung-Shan

  公开号：US20110306668A1

  公开（公告）日：2011-12-15

  A process for synthesizing and screening solution phase derived libraries of fenbufen and ethacrynic acid is provided in the present invention. Compounds in the present invention having cytotoxicities are useful for a variety of therapeutic applications.

  本发明提供了一种合成和筛选溶液相衍生的芬布芬和依他克酸库的过程。本发明中具有细胞毒性的化合物对多种治疗应用是有用的。
• Enantioselective Conjugate Addition of Alkenylboronic Acids to Indole-Appended Enones
  作者：Brian J. Lundy、Santa Jansone-Popova、Jeremy A. May

  DOI：10.1021/ol2020847

  日期：2011.9.16

  An enantioselective addition of alkenylboronic acids and alkynylboronic esters to unprotected indole-appended enones is reported. This transformation proceeds with high enantioselectivity and high product yields via the use of catalytic amounts of 3,3'-bis(pentafluorophenyl)-BINOL and Mg(Ot-Bu)(2). A range of a-branched indole derivatives are available from the transformation.