10alpha-羟可待因 | 16589-96-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 中文名称: 10alpha-羟可待因
• 英文名称: 10α-hydroxycodeine
• 英文别名: 4,5α-epoxy-3-methoxy-17-methyl-morphin-7-ene-6α,10α-diol；4,5α-Epoxy-3-methoxy-17-methyl-morphin-7-en-6α,10α-diol；10alpha-Hydroxycodeine；(4S,4aR,7S,7aR,12bS,13S)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,13-diol
• CAS: 16589-96-1
• 化学式: C₁₈H₂₁NO₄
• 分子量: 315.369
• InChiKey: ZDGQZOCAKDGPRA-QYCRFYRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 10alpha-羟可待因 在 吡啶 作用下， 反应 1.0h， 以63%的产率得到10α-hydroxycodeine-6,10-diacetate
  参考文献：
  名称：

  10α-Hydroxy-β-isomorphine, a by-product of the synthesis of 10α-hydroxymorphine

  摘要：

  A new compound was isolated from the reaction mixture after O-demethylation of 6-O-acetyl-10 alpha-acetoxycodeine with boron tribromide. The structure of this compound, 10 alpha-hydroxy-beta-isomorphine, was elucidated by spectral data, and its spatial arrangement was deduced from an NOE experiment. Capillary zone electrophoresis was used for separation of morphine and its 10-hydroxy analogues.

  DOI：

  10.1007/s00706-008-0077-3
• 作为产物：
  描述：

  可待因 在 chromium(VI) oxide 、 硫酸 作用下， 以 水 为溶剂， 生成 10alpha-羟可待因
  参考文献：
  名称：

  10α-Hydroxy-β-isomorphine, a by-product of the synthesis of 10α-hydroxymorphine

  摘要：

  A new compound was isolated from the reaction mixture after O-demethylation of 6-O-acetyl-10 alpha-acetoxycodeine with boron tribromide. The structure of this compound, 10 alpha-hydroxy-beta-isomorphine, was elucidated by spectral data, and its spatial arrangement was deduced from an NOE experiment. Capillary zone electrophoresis was used for separation of morphine and its 10-hydroxy analogues.

  DOI：

  10.1007/s00706-008-0077-3