N,N-diethyl-2-((1R,5S,7R)-7-hydroxy-5-methyl-4-vinylcyclohept-3-enyl)acrylamide | 1256454-28-0

• 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,N-diethyl-2-((1R,5S,7R)-7-hydroxy-5-methyl-4-vinylcyclohept-3-enyl)acrylamide
• CAS: 1256454-28-0
• 化学式: C₁₇H₂₇NO₂
• 分子量: 277.407
• InChiKey: BTPZBFWAFGDVGM-APHBMKBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  40.54
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N,N-diethyl-2-((1R,5S,7R)-7-hydroxy-5-methyl-4-vinylcyclohept-3-enyl)acrylamide 在 N-甲基吗啉氧化物 、 四丙基高钌酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以62%的产率得到N,N-diethyl-2-((1R,5S)-5-methyl-7-oxo-4-vinylcyclohept-3-enyl)acrylamide
  参考文献：
  名称：

  Total synthesis of xanthanolides

  摘要：

  The total synthesis and determination of the absolute configuration of (+)- and (-)-sundiversifolide have been achieved via intramolecular acylation and Wittig-lactonization as the key steps. The xanthanolide sesquiterpene lactones, 8-epi-xanthatin (1), dihydroxanthatin (2), and xanthatin (3) were also prepared, starting from a common intermediate derived from the synthesis of sundiversifolide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.061
• 作为产物：
  描述：

  (3aR,7S,8aR)-7-methyl-3-methylene-6-vinyl-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one 、 二乙胺 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到N,N-diethyl-2-((1R,5S,7R)-7-hydroxy-5-methyl-4-vinylcyclohept-3-enyl)acrylamide
  参考文献：
  名称：

  Total synthesis of xanthanolides

  摘要：

  The total synthesis and determination of the absolute configuration of (+)- and (-)-sundiversifolide have been achieved via intramolecular acylation and Wittig-lactonization as the key steps. The xanthanolide sesquiterpene lactones, 8-epi-xanthatin (1), dihydroxanthatin (2), and xanthatin (3) were also prepared, starting from a common intermediate derived from the synthesis of sundiversifolide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.061