2-azido-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-7-carboxylic acid | 1170684-35-1

• 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: 2-azido-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-7-carboxylic acid
• 英文别名: (6aS,8S)-8-azido-6,11-dioxo-6a,7,8,9-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-2-carboxylic acid
• CAS: 1170684-35-1
• 化学式: C₁₃H₁₁N₅O₄
• 分子量: 301.261
• InChiKey: CBBBHNOQWKXSCW-XVKPBYJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-azido-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-7-carboxylic acid 、 烯丙醇 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以69%的产率得到2-azido-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-7-carboxylic acid allyl ester
  参考文献：
  名称：

  Solid-phase synthesis of benzodiazepinediones mimicking the C-terminus of the H-Ras protein

  摘要：

  A combined solution and solid-phase method for the synthesis of benzodiazelpinediones mimicking the lipid-modified C-terminus of the H-Ras protein was developed. By means of this 14-step sequence, a collection of 42 peptidomimetics was synthesized. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.016
• 作为产物：
  描述：

  3-(2-azido-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-7-yl)-acrylic acid tert-butyl ester 在 盐酸 、 ruthenium trichloride 、 sodium periodate 作用下， 以 四氯化碳 、 水 、 乙腈 为溶剂， 反应 12.0h， 以95%的产率得到2-azido-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-7-carboxylic acid
  参考文献：
  名称：

  Solid-phase synthesis of benzodiazepinediones mimicking the C-terminus of the H-Ras protein

  摘要：

  A combined solution and solid-phase method for the synthesis of benzodiazelpinediones mimicking the lipid-modified C-terminus of the H-Ras protein was developed. By means of this 14-step sequence, a collection of 42 peptidomimetics was synthesized. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.016

文献信息

• Solid-phase synthesis of benzodiazepinediones mimicking the C-terminus of the H-Ras protein
  作者：Björn Ludolph、Herbert Waldmann

  DOI：10.1016/j.tetlet.2009.01.016

  日期：2009.7

  A combined solution and solid-phase method for the synthesis of benzodiazelpinediones mimicking the lipid-modified C-terminus of the H-Ras protein was developed. By means of this 14-step sequence, a collection of 42 peptidomimetics was synthesized. (C) 2009 Elsevier Ltd. All rights reserved.