cycleanine α-N-oxide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cycleanine α-N-oxide
• 英文别名: (10R,11R,26R)-4,5,19,20-tetramethoxy-10,25-dimethyl-10-oxido-2,17-dioxa-25-aza-10-azoniaheptacyclo[26.2.2.213,16.13,7.118,22.011,36.026,33]hexatriaconta-1(31),3(36),4,6,13,15,18(33),19,21,28(32),29,34-dodecaene
• 化学式: C₃₈H₄₂N₂O₇
• 分子量: 638.761
• InChiKey: BJIBONWGTYBODI-OOGIGMLSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  47
• 可旋转键数：
  4
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  76.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  cycleanine α-N-oxide 在 亚硫酸 作用下， 以 水 为溶剂， 反应 8.0h， 生成 轮环藤碱
  参考文献：
  名称：

  Synthesis of Cycleanine Mono-N-oxides

  摘要：

  Oxidation of cycleanine (3) with m-chloroperbenzoic acid gave two diastereomeric N-oxides (1 and 2), and their stereochemistry was unambiguously determined on the basis of spectroscopic evidence. The NMR spectra of synthetic cycleanine mono-N-oxides 1 and 2 were significantly different from those of the natural product previously reported to be cycleanine N-oxide.

  DOI：

  10.1021/np970362t
• 作为产物：
  描述：

  轮环藤碱 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以9%的产率得到cycleanine α-N-oxide
  参考文献：
  名称：

  Synthesis of Cycleanine Mono-N-oxides

  摘要：

  Oxidation of cycleanine (3) with m-chloroperbenzoic acid gave two diastereomeric N-oxides (1 and 2), and their stereochemistry was unambiguously determined on the basis of spectroscopic evidence. The NMR spectra of synthetic cycleanine mono-N-oxides 1 and 2 were significantly different from those of the natural product previously reported to be cycleanine N-oxide.

  DOI：

  10.1021/np970362t

文献信息

• Synthesis of Cycleanine Mono-<i>N</i>-oxides
  作者：Noriaki Kashiwaba、Minoru Ono、Jun Toda、Hideki Suzuki、Takehiro Sano

  DOI：10.1021/np970362t

  日期：1998.2.1

  Oxidation of cycleanine (3) with m-chloroperbenzoic acid gave two diastereomeric N-oxides (1 and 2), and their stereochemistry was unambiguously determined on the basis of spectroscopic evidence. The NMR spectra of synthetic cycleanine mono-N-oxides 1 and 2 were significantly different from those of the natural product previously reported to be cycleanine N-oxide.