(1S,2R,6R,7S)-7-Methoxy-4-methyl-5-thioxo-4-aza-tricyclo[5.2.2.0^2,6]undec-8-en-3-one | 141707-83-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (1S,2R,6R,7S)-7-Methoxy-4-methyl-5-thioxo-4-aza-tricyclo[5.2.2.0^2,6]undec-8-en-3-one
• 英文别名: (1S,2R,6R,7S)-7-methoxy-4-methyl-5-sulfanylidene-4-azatricyclo[5.2.2.02,6]undec-8-en-3-one
• CAS: 141707-83-7
• 化学式: C₁₂H₁₅NO₂S
• 分子量: 237.323
• InChiKey: SUDBCTIKQDWVAF-KZFFXBSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-甲氧基-1,3-环己二烯 、 N-methylthionomaleimide 以 甲苯 为溶剂， 反应 5.0h， 以29 mg的产率得到(1S,2R,6R,7S)-1-Methoxy-4-methyl-5-thioxo-4-aza-tricyclo[5.2.2.02,6]undec-8-en-3-one
  参考文献：
  名称：

  Synthesis and Diels-Alder reactions of N-methylthionomaleimide

  摘要：

  N-Methylthionomaleimide (6) has been synthesized. It is the first example of a thionomaleimide unsubstituted on the olefinic C atoms. Its dienophilic behavior at the olefinic center, with representative dienes (symmetrical and unsymmetrical), has been investigated. There is appreciable regioselectivity with terminally oxygenated unsymmetricaI dienes, the O-substituted carbon of the diene adding preferentially to the thiono-substituted end of the olefin.

  DOI：

  10.1021/jo00040a046

文献信息

• Synthesis and Diels-Alder reactions of N-methylthionomaleimide
  作者：Zhongying Hu、M. V. Lakshmikantham、Michael P. Cava、Jan Becher、Thomas Hansen、Tine Jorgensen

  DOI：10.1021/jo00040a046

  日期：1992.7

  N-Methylthionomaleimide (6) has been synthesized. It is the first example of a thionomaleimide unsubstituted on the olefinic C atoms. Its dienophilic behavior at the olefinic center, with representative dienes (symmetrical and unsymmetrical), has been investigated. There is appreciable regioselectivity with terminally oxygenated unsymmetricaI dienes, the O-substituted carbon of the diene adding preferentially to the thiono-substituted end of the olefin.