5-{[(11aS)-5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-11-yl]amino}pentanoic acid | 1017578-61-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-{[(11aS)-5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-11-yl]amino}pentanoic acid
• 英文别名: 5-[[(6aS)-11-oxo-6a,7,8,9-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-6-ylidene]amino]pentanoic acid
• CAS: 1017578-61-8
• 化学式: C₁₇H₂₁N₃O₃
• 分子量: 315.372
• InChiKey: OOFGIAPMFCIMPG-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  82
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  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

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.