(S)-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[2,1-c]pyrrolo[1,2-a][1,4]diazepin-3-yl benzoate | 1017578-67-4

• 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: (S)-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[2,1-c]pyrrolo[1,2-a][1,4]diazepin-3-yl benzoate
• 英文别名: [(7S)-12-oxo-2,5,11-triazatetracyclo[11.4.0.02,6.07,11]heptadeca-1(17),3,5,13,15-pentaen-3-yl] benzoate
• CAS: 1017578-67-4
• 化学式: C₂₁H₁₇N₃O₃
• 分子量: 359.384
• InChiKey: LDWQXUVRQNRESN-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-11,12,13,13a-tetrahydro-2H-benzo[e]imidazo[2,1-c]pyrrolo[1,2-a][1,4]diazepine-3,9-dione 、 苯甲酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以51%的产率得到(S)-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[2,1-c]pyrrolo[1,2-a][1,4]diazepin-3-yl benzoate
  参考文献：
  名称：

  New derivatives and ring systems of annulated pyrrolobenzo[1,4]diazepines

  摘要：

  (S)-11-Thioxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5(10H)-one was subsequently reacted with amino acid esters and base to give new 6:7:5:5, 6:7:5:6, and 6:5:7:7 ring systems. The 6:7:5:5 ring system, (S)-11,12,13,13a-tetrahydro-2H-benzo[e]imidazo[2,1-c]pyrrolo [1,2-a][1,4] diazepine-3,9-dione, exhibits a considerable CH-acidity at position 2, which was exploited in Knoevenagel reactions, a Wittig reaction, enol ester formations, and methylations. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.12.044

文献信息

• New derivatives and ring systems of annulated pyrrolobenzo[1,4]diazepines
  作者：Andreas Schmidt、Anika Sabine Lindner、Abbas Gholipour Shilabin、Martin Nieger

  DOI：10.1016/j.tet.2007.12.044

  日期：2008.2

  (S)-11-Thioxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5(10H)-one was subsequently reacted with amino acid esters and base to give new 6:7:5:5, 6:7:5:6, and 6:5:7:7 ring systems. The 6:7:5:5 ring system, (S)-11,12,13,13a-tetrahydro-2H-benzo[e]imidazo[2,1-c]pyrrolo [1,2-a][1,4] diazepine-3,9-dione, exhibits a considerable CH-acidity at position 2, which was exploited in Knoevenagel reactions, a Wittig reaction, enol ester formations, and methylations. (c) 2007 Elsevier Ltd. All rights reserved.