N-[6-[(4-nitrophenyl)sulfonylamino]-1-phenylhexan-2-yl]hexanamide | 474914-98-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[6-[(4-nitrophenyl)sulfonylamino]-1-phenylhexan-2-yl]hexanamide
• CAS: 474914-98-2
• 化学式: C₂₄H₃₃N₃O₅S
• 分子量: 475.609
• InChiKey: HWRRAKXTEHKNPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  33
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[6-[(4-nitrophenyl)sulfonylamino]-1-phenylhexan-2-yl]hexanamide 在 sodium acetate 氧气 、 sodium thiosulfate 、 N-methylquinolinium hexafluorophosphate 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 5.0h， 以64%的产率得到Hexanoic acid [1-(4-nitro-benzenesulfonyl)-piperidin-2-yl]-amide
  参考文献：
  名称：

  Oxidative Synthesis of Cyclic Acyl Aminals through Carbon−Carbon σ-Bond Activation

  摘要：

  [GRAPHICS]Acyliminium ions can be prepared through photoinitiated single-electron oxidation reactions of homobenzylic amides and carbamates. Cyclic acyl aminals are formed when these acyliminium ions are appended to nucleophiles such as hydroxyl, ether, and sulfonamide groups. The scope of these reactions is discussed along with mechanistic issues relating to the energetics, chemoselectivity, and stereoelectronic effects of bond activation.

  DOI：

  10.1021/ol026538m
• 作为产物：
  描述：

  (2,3-环氧丙基)苯 在 9-borabicyclo[3.3.1]nonane dimer 、 甲基磺酰氯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 N-[6-[(4-nitrophenyl)sulfonylamino]-1-phenylhexan-2-yl]hexanamide
  参考文献：
  名称：

  Oxidative Synthesis of Cyclic Acyl Aminals through Carbon−Carbon σ-Bond Activation

  摘要：

  [GRAPHICS]Acyliminium ions can be prepared through photoinitiated single-electron oxidation reactions of homobenzylic amides and carbamates. Cyclic acyl aminals are formed when these acyliminium ions are appended to nucleophiles such as hydroxyl, ether, and sulfonamide groups. The scope of these reactions is discussed along with mechanistic issues relating to the energetics, chemoselectivity, and stereoelectronic effects of bond activation.

  DOI：

  10.1021/ol026538m

文献信息

• Oxidative Synthesis of Cyclic Acyl Aminals through Carbon−Carbon σ-Bond Activation
  作者：Danielle L. Aubele、Paul E. Floreancig

  DOI：10.1021/ol026538m

  日期：2002.10.1

  [GRAPHICS]Acyliminium ions can be prepared through photoinitiated single-electron oxidation reactions of homobenzylic amides and carbamates. Cyclic acyl aminals are formed when these acyliminium ions are appended to nucleophiles such as hydroxyl, ether, and sulfonamide groups. The scope of these reactions is discussed along with mechanistic issues relating to the energetics, chemoselectivity, and stereoelectronic effects of bond activation.