5-[(10R)-10-phenyl-12-oxa-9-azatetracyclo[12.8.0.02,7.017,22]docosa-1(14),2,4,6,15,17,19,21-octaen-9-yl]pentan-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-[(10R)-10-phenyl-12-oxa-9-azatetracyclo[12.8.0.02,7.017,22]docosa-1(14),2,4,6,15,17,19,21-octaen-9-yl]pentan-1-ol
• 化学式: C₃₁H₃₃NO₂
• 分子量: 451.609
• InChiKey: VHYWOXPLTGWZCA-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  顺式5-辛烯-1-醇 、 1-溴-2-(溴甲基)萘 、 D-苯甘氨醇 、 邻溴苯甲醛 生成 5-[(10R)-10-phenyl-12-oxa-9-azatetracyclo[12.8.0.02,7.017,22]docosa-1(14),2,4,6,15,17,19,21-octaen-9-yl]pentan-1-ol
  参考文献：
  名称：

  Diversity-Oriented Synthesis of Biaryl-Containing Medium Rings Using a One Bead/One Stock Solution Platform

  摘要：

  Diversity-oriented synthesis of structurally complex and diverse small molecules can be used as the first step in a process to explore cellular and organismal pathways. The success of this process is likely going to be dependent on advances in the synthesis of small molecules having natural product-like structures in an efficient and stereoselective manner. The development, scope, and mechanism of the oxidation of organocuprates was investigated and exploited in the atropdiastereoselective synthesis of biaryl-containing medium rings (9-, 10-, and 11-membered rings). The methodology was performed on high-capacity, large polystyrene beads by metalating aryl bromides with i-PrBu2MgLi, followed by transmetalating with CuCN.2LiBr and then oxidizing with 1,3-dinitrobenzene, and was used in a diversity-oriented synthesis of biaryl-containing medium rings (library total theoretical maximum 1412 members). The high capacity beads were arrayed into 384-well plates and, using a process optimized during the development of a one bead/one stock solution technology platform, converted into arrays of stock solutions, with each stock solution containing largely one compound. These stock solutions were used in numerous phenotypic and protein-binding assays. The process described outlines a pathway that we feel will contribute to a comprehensive and systematic chemical approach to exploring biology (chemical genetics).

  DOI：

  10.1021/ja017248o