(3S,5aR,6R,7S,8aR)-7-Methyl-6-nitromethyl-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one | 728003-58-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (3S,5aR,6R,7S,8aR)-7-Methyl-6-nitromethyl-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one
• 英文别名: (1R,4S,8R,9R,10S)-10-methyl-9-(nitromethyl)-4-phenyl-2-oxa-5-azatricyclo[6.3.0.01,5]undecan-6-one
• CAS: 728003-58-5
• 化学式: C₁₇H₂₀N₂O₄
• 分子量: 316.357
• InChiKey: VUSGUUSXOVUMNO-GQJXAQPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S,5aR,6R,7S,8aR)-7-Methyl-6-nitromethyl-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one 在 palladium on activated charcoal ammonium formate 作用下， 以 甲醇 为溶剂， 生成 (3S,5aR,6R,7S,8aR)-6-Aminomethyl-7-methyl-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one
  参考文献：
  名称：

  A simple reaction to produce small structurally complex and diverse molecules

  摘要：

  In order to mimic the complexity of natural products, we designed and obtained with simple synthetic methods, building blocks with 'quaternary chiral centers'. These tricyclic lactams resulted from the reaction of a functional gamma-keto-acid and various commercially available bi-nucleophiles. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.008
• 作为产物：
  描述：

  L-苯甘氨醇 、 [1S-(1β,2α,3β)]-(+)-3-甲基-2-(硝基甲基)-5-氧代环戊烷乙酸 在 4 A molecular sieve 作用下， 以 甲苯 为溶剂， 以86%的产率得到(3S,5aR,6R,7S,8aR)-7-Methyl-6-nitromethyl-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one
  参考文献：
  名称：

  A simple reaction to produce small structurally complex and diverse molecules

  摘要：

  In order to mimic the complexity of natural products, we designed and obtained with simple synthetic methods, building blocks with 'quaternary chiral centers'. These tricyclic lactams resulted from the reaction of a functional gamma-keto-acid and various commercially available bi-nucleophiles. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.008