2-[(1S,2S,6R,14R,15R,16S)-11,15-dimethoxy-5-methyl-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-16-yl]propan-2-ol | 162062-83-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-[(1S,2S,6R,14R,15R,16S)-11,15-dimethoxy-5-methyl-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-16-yl]propan-2-ol
• CAS: 162062-83-1
• 化学式: C₂₄H₃₃NO₄
• 分子量: 399.53
• InChiKey: MKWFKXIKUBABHP-LQRIDTQKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  溴化氰 、 2-[(1S,2S,6R,14R,15R,16S)-11,15-dimethoxy-5-methyl-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-16-yl]propan-2-ol 以 氯仿 为溶剂， 反应 24.0h， 以81%的产率得到
  参考文献：
  名称：

  Synthesis of N-Substituted 7β-Diprenorphine Derivatives

  摘要：

  The separation of thevinone (2a) and beta-thevinone (2b), as well as that of dihydrothevinone (3a) and beta-dihydrothevinone (3b) was accomplished. By the application of various procedures numerous new N-substituted Diprenorphine analogues (8a-f) with 7R absolute configuration were synthesized. Detailed pharmacological investigation of the prepared compounds may contribute to a better understanding of the structure-activity relationship of morphine alkaloids.

  DOI：

  10.1080/00397919508013419
• 作为产物：
  描述：

  Thevinon 在 palladium on activated charcoal 氢气 、 magnesium 作用下， 以 甲苯 为溶剂， 55.0 ℃ 、600.0 kPa 条件下， 反应 2.5h， 生成 2-[(1S,2S,6R,14R,15R,16S)-11,15-dimethoxy-5-methyl-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-16-yl]propan-2-ol
  参考文献：
  名称：

  Herstellung von 6,14-Ethenomorphinan-Derivaten

  摘要：

  Dihydronorthevinone (2b) was prepared from dihydrothevinone (2a) with diethyl azodicarboxylate (DEAD) and transformed into a number of new N-substituted dihydronorthevinone derivatives (2c-2g). Grignard reactions of the new compounds with methylmagnesium iodide and tert-butyl-magnesium chloride were studied. O-Demethylation of 3a-3j resulted in the corresponding N-substituted buprenorphine and diprenorphine analogs 4a-4j.

  DOI：

  10.1007/bf00813809