N-benzyl-N-[(2-chloro-7-bicyclo[4.2.0]octa-1(6),2,4-trienyl)methyl]-2-oxopropanamide | 1313751-69-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: N-benzyl-N-[(2-chloro-7-bicyclo[4.2.0]octa-1(6),2,4-trienyl)methyl]-2-oxopropanamide
• CAS: 1313751-69-7
• 化学式: C₁₉H₁₈ClNO₂
• 分子量: 327.81
• InChiKey: MLFUQFBRWASIDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 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-benzyl-N-[(2-chloro-7-bicyclo[4.2.0]octa-1(6),2,4-trienyl)methyl]-2-oxopropanamide 以 甲苯 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Stereoselective synthesis of tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and related compounds as precursors of serotonin 5-HT2C receptor agonists

  摘要：

  Tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and the related 3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole analogues were synthesised by an intramolecular Diels-Alder reaction. The observed stereoselectivity was dependent upon the nature of the tethered dienophile as well as the judicious placement of the amide. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.03.053
• 作为产物：
  描述：

  2-chlorobicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid 在 草酰氯 、 dimethyl sulfide borane 、 1-丙基磷酸酐 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 N-benzyl-N-[(2-chloro-7-bicyclo[4.2.0]octa-1(6),2,4-trienyl)methyl]-2-oxopropanamide
  参考文献：
  名称：

  Stereoselective synthesis of tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and related compounds as precursors of serotonin 5-HT2C receptor agonists

  摘要：

  Tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and the related 3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole analogues were synthesised by an intramolecular Diels-Alder reaction. The observed stereoselectivity was dependent upon the nature of the tethered dienophile as well as the judicious placement of the amide. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.03.053

文献信息

• Stereoselective synthesis of tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and related compounds as precursors of serotonin 5-HT2C receptor agonists
  作者：Stuart Francis、Takao Kiyoi、Mark Reid、Keneth Davies、Steven Laats、Duncan McArthur、Helen Feilden、Anna Marie Easson、Yasuko Kiyoi、Grant Wishart、Peter Ray

  DOI：10.1016/j.tetlet.2011.03.053

  日期：2011.7

  Tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and the related 3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole analogues were synthesised by an intramolecular Diels-Alder reaction. The observed stereoselectivity was dependent upon the nature of the tethered dienophile as well as the judicious placement of the amide. (C) 2011 Published by Elsevier Ltd.