3,3-dimethyl-1-(phenylamino)butan-2-ol

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3,3-dimethyl-1-(phenylamino)butan-2-ol
• 英文别名: 1-Anilino-3,3-dimethylbutan-2-ol
• 化学式: C₁₂H₁₉NO
• 分子量: 193.289
• InChiKey: BQLWYMSNPOKMNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-N,3,3-trimethyl-N-(methylsulfonyl)-2-oxo-N'-phenylbutanimidamide 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 12.0h， 生成 3,3-dimethyl-1-(phenylamino)butan-2-ol
  参考文献：
  名称：

  Gold-Catalyzed 1,2-Difunctionalizations of Aminoalkynes Using Only N- and O-Containing Oxidants

  摘要：

  We report two viable routes for the 1,2difunctionalization of aminoalkynes using only oxidants. In the presence of a gold catalyst, nitrones enable the oxoamination of aminoalkynes 1 to form 2-aminoamides 2. With a suitable gold catalyst, nitrosobenzenes implement an alkyne/nitroso metathesis of the same substrates to give 2-oxoiminylamides 3. These two novel oxidations also provide 1,2-aminoalcohols with opposite regioselectivity via NaBH4 reduction in situ.

  DOI：

  10.1021/ja208150d

文献信息

• <i>N</i>-(α-Aminoalkyl)benzotriazoles:  Novel “Nonstabilized” α-Aminocarbanion Synthons
  作者：Alan R. Katritzky、Ming Qi、Daming Feng、Daniel A. Nichols

  DOI：10.1021/jo962247d

  日期：1997.6.13

  C-Benzotriazole bonds were selectively transformed to give the corresponding alpha-aminocarbanions when N-(alpha-aminoalkyl)benzotriazoles were reacted with either Li/LiBr or SmI2 in the presence of representative electrophiles. The ranges of applicability of the two reagents complement each other, and together the two protocols provide a general route from readily available crystalline starting materials to a variety of ''nonstabilized'' alpha-aminocarbanions that can be trapped in moderate to good yields.
• Gold-Catalyzed 1,2-Difunctionalizations of Aminoalkynes Using Only N- and O-Containing Oxidants
  作者：Anupam Mukherjee、Ramesh B. Dateer、Rupsha Chaudhuri、Sabyasachi Bhunia、Somnath Narayan Karad、Rai-Shung Liu

  DOI：10.1021/ja208150d

  日期：2011.10.5

  We report two viable routes for the 1,2difunctionalization of aminoalkynes using only oxidants. In the presence of a gold catalyst, nitrones enable the oxoamination of aminoalkynes 1 to form 2-aminoamides 2. With a suitable gold catalyst, nitrosobenzenes implement an alkyne/nitroso metathesis of the same substrates to give 2-oxoiminylamides 3. These two novel oxidations also provide 1,2-aminoalcohols with opposite regioselectivity via NaBH4 reduction in situ.