| 1220796-87-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1220796-87-1
• 化学式: C₁₉H₂₅NO₃
• 分子量: 315.412
• InChiKey: LPMYUWPXOAGSHV-INIZCTEOSA-N

反应信息

• 作为反应物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (S,E)-(2,3,5,6,7,9a-hexahydro-1H-pyrrolo[1,2-a]azepin-9-yl)(2-hydroxy-6-methylphenyl)methanone
  参考文献：
  名称：

  Synthesis and evaluation of opioid receptor-binding affinity of elaeocarpenine and its analogs

  摘要：

  Both enantiomers of elaeocarpenine (1) and its analogs, 21, 22, 25, and 27, were synthesized from bicyclic aldehydes 8-10 via a flexible route previously established for total synthesis of grandisines, and their binding affinities for mu-, kappa- and delta-opioid receptor subtypes were evaluated. We found that (9R)-1 exhibited higher affinity than (9S)-1 for all the subtypes, but the enantiomers showed little subtype selectivity. Analogs 21 having a pyrrolizidine skeleton and 27 having a stemona-type skeleton in place of the indolizidine unit of (9S)-1 showed mu-selective and mu-, kappa-selective binding, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.062