(2'R,6α,7α,14α)-6-demethoxy-2'-methyl-5',6',6,7-tetrahydro-2'H,8H-1',5';6',14-dicyclopyrido<3',4':7,6>thebaine | 135530-13-1

• 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: (2'R,6α,7α,14α)-6-demethoxy-2'-methyl-5',6',6,7-tetrahydro-2'H,8H-1',5';6',14-dicyclopyrido<3',4':7,6>thebaine
• CAS: 135530-13-1；135635-93-7
• 化学式: C₂₂H₂₆N₂O₂
• 分子量: 350.461
• InChiKey: RDOJFTKPGMDKBK-XSTWHSNSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  26.0
• 可旋转键数：
  1.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  24.71
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (7α-R)- and (7α-S)-4,5α-epoxy-3-methoxy-α,N-dimethyl-6,14-ethenoisomorphinan-7α-methanol 在 吡啶 、 sodium azide 作用下， 以 水 为溶剂， 反应 48.0h， 生成 (2'R,6α,7α,14α)-6-demethoxy-2'-methyl-5',6',6,7-tetrahydro-2'H,8H-1',5';6',14-dicyclopyrido<3',4':7,6>thebaine
  参考文献：
  名称：

  Steric factors in the azidolysis–thermolysis of some 5-tosyloxymethylbi-cyclo[2.2.2]oct-2-enes to yield 4-azatetracyclo[4.4.0.0.0]decanes

  摘要：

  Azidolysis of C-19 diastereoisomer tosylesters of morphine derivatives possessing a bridged ring C has been studied and 4-azatetracyclo[4.4.0(2.4).0(3.8)]decanes 6b, 6d and 6f were formed via the substitution and subsequent intramolecular cyclization of the (R)-C-19 tosylesters 4b, 4d and 4f, and primarily the ethylidene derivatives 7a, 7b and 7c were obtained from (S)-C-19 tosylesters 4c, 4e and 4g. According to our experience the course of the reaction depends on the configuration of the C-19 centre of chirality and on the spatial requirement of the substituent on C-6.

  DOI：

  10.1039/p19910001139