14-hydroxycodeinone trifluorocarbonate

• 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: 14-hydroxycodeinone trifluorocarbonate
• 英文别名: (4R,4aS,7aR,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;2,2,2-trifluoroacetic acid
• 化学式: C₂HF₃O₂*C₁₈H₁₉NO₄
• 分子量: 427.377
• InChiKey: NJRWSLDEBSUWLL-RKXJKUSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  96.3
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  蒂巴因 在 氧气 、 tetraphenylporphyrin 作用下， 以 二氯甲烷 、 三氟乙酸 为溶剂， 以61%的产率得到14-hydroxycodeinone trifluorocarbonate
  参考文献：
  名称：

  Photooxidation of thebaine. A route to 14-hydroxymorphinones and hydrodibenzofuran analogs of methadone

  摘要：

  The photooxidation of thebaine (1) produces a highly functionalized hydrodibenzofuran 2 via formation of the endoperoxide and a tert-amine radical cation. Photooxidation of the quaternary ammonium salt of thebaine 6, allows the isolation of the endoperoxide 7. Photooxidation of thebaine 1 in acidic medium (TFA), yields 14-hydroxycodeinone salt 3 via the corresponding endoperoxide.

  DOI：

  10.1016/s0040-4039(00)77290-x

文献信息

• [EN] PROCESS FOR IMPROVED OPIOID SYNTHESIS<br/>[FR] PROCÉDÉ POUR AMÉLIORER LA SYNTHÈSE D'OPIOÏDES
  申请人：RHODES TECHNOLOGIES

  公开号：WO2014013311A1

  公开（公告）日：2014-01-23

  Compounds and compositions for use as starting materials or intermediate materials in the preparation of opioids including, e.g., oxycodone base and/or an oxycodone salt; processes for preparing these compounds and compositions; uses of these compounds and compositions in the preparation of APIs and pharmaceutical dosage forms; and uses of said APIs and pharmaceutical dosage forms in the treatment of medical conditions.

  用于制备阿片类药物的起始物或中间物的化合物和组合物，例如，羟考酮基和/或羟考酮盐；制备这些化合物和组合物的过程；这些化合物和组合物在制备活性药物成分和制药剂量形式中的用途；以及这些活性药物成分和制药剂量形式在治疗医疗状况中的用途。
• [EN] PROCESS FOR IMPROVED OXYCODONE SYNTHESIS<br/>[FR] PROCÉDÉ POUR UNE MEILLEURE SYNTHÈSE DE L'OXYCODONE
  申请人：RHODES TECHNOLOGIES

  公开号：WO2015107471A1

  公开（公告）日：2015-07-23

  Processes for preparing oxycodone are provided. Said processes encompass a step which is a hydrogenation of an 14-hydroxycodeinone salt in the presence of trifluoroacetic acid and/or a glycol.

  提供了制备羟考酮的过程。所述过程包括在三氟乙酸和/或乙二醇存在下对14-羟基可待因盐进行氢化的步骤。
• PROCESS FOR IMPROVED OXYCODONE SYNTHESIS
  申请人：RHODES TECHNOLOGIES

  公开号：US20170022210A1

  公开（公告）日：2017-01-26

  Processes for preparing oxycodone are provided. Said processes encompass a step which is a hydrogenation of an 14-hydroxycodeinone salt in the presence of trifluoroacetic acid and/or a glycol.

  提供了制备羟考酮的工艺。所述工艺包括在三氟乙酸和/或乙二醇存在下对14-羟基可待因酮盐进行氢化的步骤。
• PROCESS FOR IMPROVED OPIOID SYNTHESIS
  申请人：RHODES TECHNOLOGIES

  公开号：US20150259355A1

  公开（公告）日：2015-09-17

  Compounds and compositions for use as starting materials or intermediate materials in the preparation of opioids including, e.g., oxycodone base and/or an oxycodone salt; processes for preparing these compounds and compositions; uses of these compounds and compositions in the preparation of APIs and pharmaceutical dosage forms; and uses of said APIs and pharmaceutical dosage forms in the treatment of medical conditions.

  化合物和组合物可用作阿片类药物的起始物质或中间物质，包括例如盐酸氧考酮或氧考酮基础物质; 制备这些化合物和组合物的过程; 在制备活性药物成分和制药剂型中使用这些化合物和组合物; 以及使用该活性药物成分和制药剂型治疗医学疾病的用途。
• Process for improved opioid synthesis
  申请人：RHODES TECHNOLOGIES

  公开号：US10202396B2

  公开（公告）日：2019-02-12

  Compounds and compositions for use as starting materials or intermediate materials in the preparation of opioids including, e.g., oxycodone base and/or an oxycodone salt; processes for preparing these compounds and compositions; uses of these compounds and compositions in the preparation of APIs and pharmaceutical dosage forms; and uses of said APIs and pharmaceutical dosage forms in the treatment of medical conditions.

  在制备阿片类药物中用作起始原料或中间原料的化合物和组合物，包括羟考酮碱和/或羟考酮盐；制备这些化合物和组合物的工艺；这些化合物和组合物在制备原料药和药物剂型中的用途；以及上述原料药和药物剂型在治疗疾病中的用途。