(4aR,10bS,11R)-10,11-epoxy-1,2,3,4-tetrahydro-9,12,12-trimethoxy-3,3-dimethyl-4a,10b-propanobenzoisoquinolinium iodide | 142467-32-1

• 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: (4aR,10bS,11R)-10,11-epoxy-1,2,3,4-tetrahydro-9,12,12-trimethoxy-3,3-dimethyl-4a,10b-propanobenzoisoquinolinium iodide
• 英文别名: (1R,4R,12S)-3,3,7-trimethoxy-15,15-dimethyl-5-oxa-15-azoniapentacyclo[8.6.2.01,12.04,12.06,11]octadeca-6,8,10,17-tetraene;iodide
• CAS: 142467-32-1
• 化学式: C₂₁H₂₈NO₄*I
• 分子量: 485.362
• InChiKey: BRGKBUJNJADQQE-OACSPZGTSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.42
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (4aR,10bS,11R)-10,11-epoxy-1,2,3,4-tetrahydro-9-methoxy-3-methyl-4a,10b-propanobenzoisoquinolin-12-one dimethyl acetal 、 碘甲烷 以 甲醇 为溶剂， 反应 0.33h， 以83%的产率得到(4aR,10bS,11R)-10,11-epoxy-1,2,3,4-tetrahydro-9,12,12-trimethoxy-3,3-dimethyl-4a,10b-propanobenzoisoquinolinium iodide
  参考文献：
  名称：

  10,11-Epoxy-3-methyl-1,2,3,4-tetrahydro-4a,10b-propanobenzo[f]isoquinolin-12-ones: A Novel Type of Opioid Analgesics — Synthetic Approach and Structure Elucidation

  摘要：

  The title compounds were obtained by nucleophilic cyclopropane ring opening and intramolecular Hofmann reactions, starting from 7,14-cyclo-dihydrocodeinone (1). An X-ray analysis of 10,11-epoxy-9-methoxy-3-methyl-1,2,3,4-tetrahydro-4a,10b-propanobenzo[f]isoquinolin-12-one dimethyl acetal (3) was performed as basis of molecular modeling studies.

  DOI：

  10.3987/com-91-5855