1-Hexen-4-ol, 5-[(tert.butyloxycarbonyl)amino]-6-phenyl-(isomer 1)

• 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: 1-Hexen-4-ol, 5-[(tert.butyloxycarbonyl)amino]-6-phenyl-(isomer 1)
• 英文别名: tert-butyl N-(3-hydroxy-1-phenylhex-5-en-2-yl)carbamate
• 化学式: C₁₇H₂₅NO₃
• 分子量: 291.39
• InChiKey: MXAGNPTVINGWST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Hexen-4-ol, 5-[(tert.butyloxycarbonyl)amino]-6-phenyl-(isomer 1) 在 sodium acetate 氧气 、 4-甲基苯磺酸吡啶 、 sodium thiosulfate 、 N-methylquinolinium hexafluorophosphate 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 2.0h， 生成 (R)-2,2-Dimethyl-tetrahydro-pyrano[2,3-d]oxazole-3-carboxylic acid tert-butyl ester
  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.