(2R)-N-cyclohexyl-2-[(3S)-3-methyl-1-methylsulfonyl-5-oxo-2,3-dihydro-1,4-benzodiazepin-4-yl]-2-phenylacetamide | 1008103-53-4

• 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: (2R)-N-cyclohexyl-2-[(3S)-3-methyl-1-methylsulfonyl-5-oxo-2,3-dihydro-1,4-benzodiazepin-4-yl]-2-phenylacetamide
• CAS: 1008103-53-4
• 化学式: C₂₅H₃₁N₃O₄S
• 分子量: 469.605
• InChiKey: AFNNBAWTLHCIPM-FDDCHVKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  95.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-((R)-2-(cyclohexylamino)-2-oxo-1-phenylethyl)-N-((S)-1-hydroxypropan-2-yl)-2-(methylsulfonamido)benzamide 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到(2R)-N-cyclohexyl-2-[(3S)-3-methyl-1-methylsulfonyl-5-oxo-2,3-dihydro-1,4-benzodiazepin-4-yl]-2-phenylacetamide
  参考文献：
  名称：

  Multicomponent Synthesis of Novel 2- and 3-Substituted Dihydrobenzo[1,4]oxazepinones and Tetrahydrobenzo[1,4]diazepin-5-ones and Their Conformational Analysis

  摘要：

  By coupling an Ugi multicomponent condensation with a Mitsunobu reaction, a series of 2- and 3-substituted dihydrobenzo[1,4]oxazepinones and tetrahydrobenzo[1,4]diazepin-5-ones was synthesized in a very convergent manner. The strategy involves the use of substituted ethanolamines as amino components and of salicylic or N-methanesulphonyl anthranilic acid as carboxylic component. The general scope has been evaluated; in some cases better results have been obtained by reverting the order of the two reactions. A thorough conformational analysis on these products has been carried out through NMR, showing that in most cases a single conformation was strongly favoured.

  DOI：

  10.3987/com-07-s(u)51

文献信息

• Multicomponent Synthesis of Novel 2- and 3-Substituted Dihydrobenzo[1,4]oxazepinones and Tetrahydrobenzo[1,4]diazepin-5-ones and Their Conformational Analysis
  作者：Luca Banfi、Andrea Basso、Giuseppe Guanti、Paulina Lecinska、Renata Riva、Valeria Rocca

  DOI：10.3987/com-07-s(u)51

  日期：——

  By coupling an Ugi multicomponent condensation with a Mitsunobu reaction, a series of 2- and 3-substituted dihydrobenzo[1,4]oxazepinones and tetrahydrobenzo[1,4]diazepin-5-ones was synthesized in a very convergent manner. The strategy involves the use of substituted ethanolamines as amino components and of salicylic or N-methanesulphonyl anthranilic acid as carboxylic component. The general scope has been evaluated; in some cases better results have been obtained by reverting the order of the two reactions. A thorough conformational analysis on these products has been carried out through NMR, showing that in most cases a single conformation was strongly favoured.