B/C-trans-3-hydroxy-17-methyl-7-pentanoyl-6,7-didehydromorphinan | 89178-38-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: B/C-trans-3-hydroxy-17-methyl-7-pentanoyl-6,7-didehydromorphinan
• CAS: 89178-38-1
• 化学式: C₂₂H₂₉NO₂
• 分子量: 339.478
• InChiKey: VRGYZJXHBCMXGM-SJBKTWHCSA-N

反应信息

• 作为产物：
  描述：

  1-[(1R,9R,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,12-tetraen-12-yl]pentan-1-ol 在 乙酸酐 、 三溴化硼 作用下， 以 氯仿 、 二甲基亚砜 为溶剂， 反应 4.0h， 生成 B/C-trans-3-hydroxy-17-methyl-7-pentanoyl-6,7-didehydromorphinan
  参考文献：
  名称：

  Novel opiates and antagonists. 6. 7-Alkyl-6,7-didehydromorphinans

  摘要：

  A method for preparing a variety of 7-alkyl-6,7- didehydromorphinans from the corresponding 6- morphinanones is described. The key intermediates in this sequence are the 7-formyl derivatives. The two epimeric B/C-trans-7-(1- hydroxypentyl ) morphinans ( 16a ,b) are stereochemically similar to the endo- ethanotetrahydrooripavines and are extremely potent in the mouse writhing test. The corresponding B/C-cis -7-(1- hydroxypentyl ) morphinans are inactive in this test.

  DOI：

  10.1021/jm00371a013