1-[4-(trans-11,11-difluorodibenzo[b,e]bicyclo[5.1.0]oct-5-yl)-piperazin-1-yl]-3-(6,8-dibromoquinolin-5-yl)oxy-(R)-2-propanol | 188623-10-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 1-[4-(trans-11,11-difluorodibenzo[b,e]bicyclo[5.1.0]oct-5-yl)-piperazin-1-yl]-3-(6,8-dibromoquinolin-5-yl)oxy-(R)-2-propanol
• CAS: 188623-10-1
• 化学式: C₃₂H₂₉Br₂F₂N₃O₂
• 分子量: 685.406
• InChiKey: ZSVKOKQWBQJTPF-JCBRMQGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.74
• 重原子数：
  41.0
• 可旋转键数：
  6.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  48.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-[4-(trans-11,11-difluorodibenzo[b,e]bicyclo[5.1.0]oct-5-yl)-piperazin-1-yl]-3-(6,8-dibromoquinolin-5-yl)oxy-(R)-2-propanol 在 10% palladium on active carbon 氢氧化钾 、 超重氢 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 1.5h， 生成 1-[4-(trans-11,11-difluorodibenzo[b,e]bicyclo[5.1.0]oct-5-yl)-piperazin-1-yl]-3-(6,8-ditritioquinolin-5-yl)oxy-(R)-2-propanol
  参考文献：
  名称：

  Synthesis of multidrug resistance modulator LY335979 labeled with deuterium and tritium

  摘要：

  Dideutero and ditritioisotopomers of the multidrug resistance modulator LY335979 were prepared by initial bromination of 5-hydroxyquinoline under acidic conditions followed by Mitsunobu coupling of 6,8-dibromo-5-hydroxyquinoline with (S)-glycidol. Opening of the resulting epoxide with dibenzosuberylpiperazine LY335995 resulted in dibromoanalog of LY335979, which was finally reductively debrominated with deuterium or tritium in the presence of palladium on carbon.

  DOI：

  10.1002/(sici)1099-1344(199701)39:1<49::aid-jlcr938>3.0.co;2-m
• 作为产物：
  描述：

  6,8-Dibromo-quinolin-5-ol; hydrobromide 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙酸乙酯 、 异丙醇 为溶剂， 反应 6.5h， 生成 1-[4-(trans-11,11-difluorodibenzo[b,e]bicyclo[5.1.0]oct-5-yl)-piperazin-1-yl]-3-(6,8-dibromoquinolin-5-yl)oxy-(R)-2-propanol
  参考文献：
  名称：

  Synthesis of multidrug resistance modulator LY335979 labeled with deuterium and tritium

  摘要：

  Dideutero and ditritioisotopomers of the multidrug resistance modulator LY335979 were prepared by initial bromination of 5-hydroxyquinoline under acidic conditions followed by Mitsunobu coupling of 6,8-dibromo-5-hydroxyquinoline with (S)-glycidol. Opening of the resulting epoxide with dibenzosuberylpiperazine LY335995 resulted in dibromoanalog of LY335979, which was finally reductively debrominated with deuterium or tritium in the presence of palladium on carbon.

  DOI：

  10.1002/(sici)1099-1344(199701)39:1<49::aid-jlcr938>3.0.co;2-m