6,7,7a,8-tetrahydro-16H-quinazolino[3',2':1,6]pyrido[2,3-b]-[1,4]benzodiazepin-9-one | 1220994-27-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 6,7,7a,8-tetrahydro-16H-quinazolino[3',2':1,6]pyrido[2,3-b]-[1,4]benzodiazepin-9-one
• 英文别名: 2,10,15,23-Tetrazapentacyclo[12.9.0.02,11.04,9.017,22]tricosa-1(23),4,6,8,10,17,19,21-octaen-16-one
• CAS: 1220994-27-3
• 化学式: C₁₉H₁₆N₄O
• 分子量: 316.362
• InChiKey: WHDUYOCTTPZCBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  57.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6,7,7a,8-tetrahydro-16H-quinazolino[3',2':1,6]pyrido[2,3-b]-[1,4]benzodiazepin-9-one 在 potassium permanganate 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以79%的产率得到auranthine
  参考文献：
  名称：

  Total Synthesis of Proposed Auranthine

  摘要：

  Starting from CBz-protected glutamic anhydride and Boc-protected o-aminobenzyl amine, the first total synthesis of proposed structure of auranthine has been reported. An intramolecular aza-Wittig reaction involving a lactam carbonyl group that delivered the diazepine core unit was the key step in the synthesis.

  DOI：

  10.1021/jo100400z
• 作为产物：
  描述：

  (S)-2-azido-N-(9-oxo-7,8,9,11-tetrahydro-6H-pyrido[2,1-b]quinazolin-8-yl)benzamide 在 三丁基膦 作用下， 以 对二甲苯 为溶剂， 反应 49.0h， 以74%的产率得到6,7,7a,8-tetrahydro-16H-quinazolino[3',2':1,6]pyrido[2,3-b]-[1,4]benzodiazepin-9-one
  参考文献：
  名称：

  Total Synthesis of Proposed Auranthine

  摘要：

  Starting from CBz-protected glutamic anhydride and Boc-protected o-aminobenzyl amine, the first total synthesis of proposed structure of auranthine has been reported. An intramolecular aza-Wittig reaction involving a lactam carbonyl group that delivered the diazepine core unit was the key step in the synthesis.

  DOI：

  10.1021/jo100400z

文献信息

• Total Synthesis of Proposed Auranthine
  作者：Umesh A. Kshirsagar、Vedavati G. Puranik、Narshinha P. Argade

  DOI：10.1021/jo100400z

  日期：2010.4.16

  Starting from CBz-protected glutamic anhydride and Boc-protected o-aminobenzyl amine, the first total synthesis of proposed structure of auranthine has been reported. An intramolecular aza-Wittig reaction involving a lactam carbonyl group that delivered the diazepine core unit was the key step in the synthesis.