oripavine oxalate

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: oripavine oxalate
• 英文别名: (4R,7aR,12bS)-7-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-ol;oxalic acid
• 化学式: C₂H₂O₄*C₁₈H₁₉NO₃
• 分子量: 387.389
• InChiKey: JUOWJZGFYDFXNU-HIMTYSBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  oripavine oxalate 在 硫酸 、 间氯过氧苯甲酸 作用下， 以 水 为溶剂， 反应 1.5h， 以62%的产率得到14-hydroxymorphinone
  参考文献：
  名称：

  L-Selectride as a General Reagent for the O-Demethylation and N-Decarbomethoxylation of Opium Alkaloids and Derivatives¹

  摘要：

  L-Selectride was shown to be an efficient and general O-demethylating agent for the opium alkaloids and their derivatives and also an efficient reagent for the cleavage of methyl carbamates, thus offering a convenient method for the N-demethylation of opioids. Further, it was shown that by choice of reaction conditions it is possible to achieve both N-decarbomethoxylation and O-demethylation in one pot, or only render N-decarbomethoxylation in high yield without accompanying O-demethylation.

  DOI：

  10.1021/jo9801972
• 作为产物：
  描述：

  草酸 、 蒂巴因 在 L-Selectride 作用下， 生成 oripavine oxalate
  参考文献：
  名称：

  L-Selectride as a General Reagent for the O-Demethylation and N-Decarbomethoxylation of Opium Alkaloids and Derivatives¹

  摘要：

  L-Selectride was shown to be an efficient and general O-demethylating agent for the opium alkaloids and their derivatives and also an efficient reagent for the cleavage of methyl carbamates, thus offering a convenient method for the N-demethylation of opioids. Further, it was shown that by choice of reaction conditions it is possible to achieve both N-decarbomethoxylation and O-demethylation in one pot, or only render N-decarbomethoxylation in high yield without accompanying O-demethylation.

  DOI：

  10.1021/jo9801972

文献信息

• Methods of o-demethylation and n-deprotection
  申请人：The United States as represented by the Department of Health and Human Services

  公开号：US06291675B1

  公开（公告）日：2001-09-18

  The present invention provides a method for N-deprotecting an opioid compound, a method for N-deprotecting and O-demethylating an opioid compound, a method for O-demethylating an opioid compound, and a method for O-demethylating a nonpeptidic delta agonist compound or an opioid compound having a tertiary amide with no significant reaction at amide groups.

  本发明提供了一种去保护N-基的阿片类化合物的方法，一种去保护N-基和去甲基化的阿片类化合物的方法，一种去甲基化阿片类化合物的方法，以及一种去甲基化非肽类δ-受体激动剂化合物或具有在酰胺基团上无显著反应的三级酰胺基团的阿片类化合物的方法。
• Novel methods of O-demethylation and N-deprotection
  申请人：——

  公开号：US20020045755A1

  公开（公告）日：2002-04-18

  The present invention provides a method for N-deprotecting an opioid compound, a method for N-deprotecting and O-demethylating an opioid compound, a method for O-demethylating an opioid compound, and a method for O-demethylating a nonpeptidic delta agonist compound or an opioid compound having a tertiary amide with no significant reaction at amide groups.

  本发明提供了一种对阿片类化合物进行 N-脱保护的方法、一种对阿片类化合物进行 N-脱保护和 O-脱甲基的方法、一种对阿片类化合物进行 O-脱甲基的方法，以及一种对具有三级酰胺且酰胺基团无明显反应的非肽δ-激动剂化合物或阿片类化合物进行 O-脱甲基的方法。
• NOVEL METHODS OF O-DEMETHYLATION AND N-DEPROTECTION
  申请人：THE UNITED STATES OF AMERICA, as represented by the Secretary of the Department of Health and Human Services

  公开号：EP0912577A2

  公开（公告）日：1999-05-06
• US6291675B1
  申请人：——

  公开号：US6291675B1

  公开（公告）日：2001-09-18
• US6395900B1
  申请人：——

  公开号：US6395900B1

  公开（公告）日：2002-05-28