(S)-benzyl 9-oxo-7,8,9,11-tetrahydro-6H-pyrido[2,1-b]quinazolin-8-ylcarbamate | 1220994-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (S)-benzyl 9-oxo-7,8,9,11-tetrahydro-6H-pyrido[2,1-b]quinazolin-8-ylcarbamate
• 英文别名: benzyl N-[(8S)-9-oxo-6,7,8,11-tetrahydropyrido[2,1-b]quinazolin-8-yl]carbamate
• CAS: 1220994-24-0
• 化学式: C₂₀H₁₉N₃O₃
• 分子量: 349.389
• InChiKey: LQDNUXLQPKAHLF-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-benzyl 9-oxo-7,8,9,11-tetrahydro-6H-pyrido[2,1-b]quinazolin-8-ylcarbamate 在 氢溴酸 、 溶剂黄146 作用下， 反应 2.0h， 生成 (S)-8-amino-7,8-dihydro-6H-pyrido[2,1-b]quinazolin-9(11H)-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
• 作为产物：
  描述：

  methyl (2S)-4-(1,4-dihydroquinazolin-2-yl)-2-(phenylmethoxycarbonylamino)butanoate 、 (S)-methyl 2-(benzyloxycarbonylamino)-5-(2-((tert-butoxycarbonylamino)methyl)phenylamino)-5-oxopentanoate 在 三氟乙酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 以78%的产率得到(S)-benzyl 9-oxo-7,8,9,11-tetrahydro-6H-pyrido[2,1-b]quinazolin-8-ylcarbamate
  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.