ethyl (S)-5-[(5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-11-yl)amino]pentanoate | 1017578-57-2

• 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: ethyl (S)-5-[(5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-11-yl)amino]pentanoate
• CAS: 1017578-57-2
• 化学式: C₁₉H₂₅N₃O₃
• 分子量: 343.426
• InChiKey: GYCUKNPYCDSYJQ-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  71.0
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl (S)-5-[(5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-11-yl)amino]pentanoate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以81%的产率得到5-{[(11aS)-5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-11-yl]amino}pentanoic acid
  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
• 作为产物：
  描述：

  5-氨基戊酸乙酯盐酸盐 、 1,2,4,10,11,11a-hexahydro-11-thioxo-3H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 在 三乙胺 、 mercury dichloride 作用下， 以 乙腈 为溶剂， 以99%的产率得到ethyl (S)-5-[(5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-11-yl)amino]pentanoate
  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