1-acetyl-N-tert-butyl-5-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine-2-carboxamide | 1414359-32-2

• 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: 1-acetyl-N-tert-butyl-5-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine-2-carboxamide
• 英文别名: 1-acetyl-N-tert-butyl-5-oxo-3,4-dihydro-2H-1,4-benzodiazepine-2-carboxamide
• CAS: 1414359-32-2
• 化学式: C₁₆H₂₁N₃O₃
• 分子量: 303.361
• InChiKey: WILNAYYUKYTQOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  78.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Methyl 2-[acetyl-[1-(tert-butylamino)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-1-oxopropan-2-yl]amino]benzoate 在 1,5,7-三氮杂双环[4.4.0]癸-5-烯 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 1-acetyl-N-tert-butyl-5-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine-2-carboxamide
  参考文献：
  名称：

  Multicomponent Synthesis of Diverse 1,4-Benzodiazepine Scaffolds

  摘要：

  The 1,4-benzodiazepine (BDZ) scaffold is of particular interest in drug design due to a balanced ensemble of beneficial physicochemical properties including a semirigid and compact diazepine ring with spatial placements of several substituents, combined with low number of rotatable bonds, hydrogen bond donors and acceptors, and intermediate lipophilicity. As an alternative to traditional multistep sequential syntheses, we designed routes employing one-pot MCRs to accelerate access diverse BDZ scaffolds in two or three steps.

  DOI：

  10.1021/ol302837h

文献信息

• Multicomponent Synthesis of Diverse 1,4-Benzodiazepine Scaffolds
  作者：Yijun Huang、Kareem Khoury、Tyler Chanas、Alexander Dömling

  DOI：10.1021/ol302837h

  日期：2012.12.7

  The 1,4-benzodiazepine (BDZ) scaffold is of particular interest in drug design due to a balanced ensemble of beneficial physicochemical properties including a semirigid and compact diazepine ring with spatial placements of several substituents, combined with low number of rotatable bonds, hydrogen bond donors and acceptors, and intermediate lipophilicity. As an alternative to traditional multistep sequential syntheses, we designed routes employing one-pot MCRs to accelerate access diverse BDZ scaffolds in two or three steps.