3-benzyloxycarbonyl-7-(4-dimethylamino-2-methoxyphenyl)-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol-7-carbonsauremethylester | 116527-88-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-benzyloxycarbonyl-7-(4-dimethylamino-2-methoxyphenyl)-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol-7-carbonsauremethylester
• 英文别名: 3-benzyloxycarbonyl-7-(4-dimethylamino-2-methoxyphenyl)-1,2,3,4,5,6,7,8-octahydroazonino[5,4-b]indol-7-carbonsauremethylester；3-O-benzyl 7-O-methyl 7-[4-(dimethylamino)-2-methoxyphenyl]-1,2,4,5,6,8-hexahydroazonino[5,4-b]indole-3,7-dicarboxylate
• CAS: 116527-88-9
• 化学式: C₃₃H₃₇N₃O₅
• 分子量: 555.674
• InChiKey: ALBSDHOVJRCPAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  41.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  84.1
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  3-benzyloxycarbonyl-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol-7-carbonsaure 在 盐酸 、 甲醇 、 次氯酸叔丁酯 、 三乙胺 作用下， 以 四氯化碳 、 乙醚 、 二氯甲烷 为溶剂， 反应 1.17h， 生成 3-benzyloxycarbonyl-7-(4-dimethylamino-2-methoxyphenyl)-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol-7-carbonsauremethylester
  参考文献：
  名称：

  Eine neue合成von vinblastin-derivaten III：合成和合成21，nb-- cleavmin- derivaten alsvorläuferzu 20 deethyl -20 deoxyvinblastin和（±）-16α-甲氧羰基-20-deethyl-15,20- dihydrocleavamin

  摘要：

  DOI：

  10.1016/s0040-4020(01)86862-9

文献信息

• Diversity Oriented Synthesis of a Vinblastine-Templated Library of 7-Aryl-Octahydroazonino[5,4-<i>b</i>]indoles via a Three-Component Reaction
  作者：Demosthenes Fokas、Mira Kaselj、Yuko Isome、Zhimin Wang

  DOI：10.1021/co300122n

  日期：2013.1.14

  A vinblastine-templated library of 7-aryl-octahydroazonino[5,4-b]indoles was prepared by a three-component reaction from indolizino[8,7-b]indoles, chloroformates, and activated arenes via a chloroformate mediated fragmentation of the indolizinoindole nucleus followed by insertion of an activated arene. In addition to N3-carbamoyl-7-aryl-octahydroazonino[5,4-b]indoles prepared in one step, a wide range of N3-substituted substrates were synthesized in one pot via the derivatization of a versatile N3-H-azonino[5,4-b]indole intermediate generated in situ by application of the same strategy. A subset of 308 compounds out of a virtual library of 3216, representing 13 different chemotypes, was prepared by high throughput solution-phase synthesis and subsequently purified by mass-triggered high performance liquid chromatography (HPLC). A total of 188 compounds with a minimum purity of 80% by UV214 nm and 85% by evaporative light scattering detection (ELSD) was isolated for primary screening.