N-(3-hydroxy-4-methylphenyl)-2,2-dimethylpropionamide | 1312305-91-1

• 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: N-(3-hydroxy-4-methylphenyl)-2,2-dimethylpropionamide
• 英文别名: N-(3-hydroxy-4-methylphenyl)-2,2-dimethylpropanamide；N-(3-hydroxy-4-methylphenyl)pivalamide
• CAS: 1312305-91-1
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: ABOSOXSRKQXGLC-UHFFFAOYSA-N

物化性质

• 沸点：
  380.8±30.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-hydroxy-4-methylphenyl)-2,2-dimethylpropionamide 在 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 6-[(2,2-dimethyl-1-oxopropyl)amino]-2-methoxy-3-methylbenzoic acid
  参考文献：
  名称：

  收敛的方法二苯并二恶英酮：外消旋青霉素的合成

  摘要：

  探索了一种收敛的方法，即基于5-氨基-2-甲基苯酚（5），可以13步获得外消旋青霉素（（±）-1a），总产率为4.2％（方案2-4）。

  DOI：

  10.1002/hlca.201100405
• 作为产物：
  描述：

  5-氨基-2-甲基苯酚 、 三甲基乙酰氯 在 sodium carbonate 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 1.0h， 以97%的产率得到N-(3-hydroxy-4-methylphenyl)-2,2-dimethylpropionamide
  参考文献：
  名称：

  收敛的方法二苯并二恶英酮：外消旋青霉素的合成

  摘要：

  探索了一种收敛的方法，即基于5-氨基-2-甲基苯酚（5），可以13步获得外消旋青霉素（（±）-1a），总产率为4.2％（方案2-4）。

  DOI：

  10.1002/hlca.201100405

文献信息

• Design, synthesis and antiviral activity of novel quinazolinones
  作者：Ziwen Wang、Mingxiao Wang、Xue Yao、Yue Li、Juan Tan、Lizhong Wang、Wentao Qiao、Yunqi Geng、Yuxiu Liu、Qingmin Wang

  DOI：10.1016/j.ejmech.2012.04.010

  日期：2012.7

  HIV-1 integrase (IN) is a validated therapeutic target for antiviral drug design. However, the emergence of viral strains resistant to clinically studied IN inhibitors demands the discovery of novel inhibitors that are structurally as well as mechanistically different. Herein, a series of quinazolinones were designed and synthesized as novel HIV-1 inhibitors. The new synthetic route provides a practical method for the preparation of 5-hydroxy quinazolinones. Primary bioassay results indicated that most of the quinazolinones possess anti-HIV activity, especially for compound 11b with 77.5% inhibition rate at 10 mu M emerged as a new active lead. Most of the synthesized compounds were also found to exhibit good anti-TMV activity, of which compound 9a showed similar in vivo anti-TMV activity to commercial plant virucide Ribavirin. This work provides a new and efficient approach to evolve novel multi-functional antiviral agents by rational integration and optimization of previously reported antiviral agents. (C) 2012 Elsevier Masson SAS. All rights reserved.
• σ ² P,O‐Hybrid Ligands: Synthesis of the First 4‐Hydroxy‐1,3‐benzazaphospholes by <i>ortho</i> ‐Lithiation of <i>m</i> ‐Amidophenyl Diethyl Phosphates
  作者：Bhaskar R. Aluri、Kirti Shah、Neelima Gupta、Olga S. Fomina、Dmitry G. Yakhvarov、Mohammed Ghalib、Peter G. Jones、Carola Schulzke、Joachim W. Heinicke

  DOI：10.1002/ejic.201402527

  日期：2014.12

  AbstractThe m‐phosphorylanilides 2 are available from anilides 1 by the Atherton–Todd reaction; the selective ortho‐lithiation of the o′‐methyl‐protected phosphorylpivalanilide 2b with tBuLi proceeded in high yield in the presence of ClSiMe3. The ortho‐lithiation is followed by rapid 1,3‐migration of the PO3Et2 group to yield the phosphonoanilide cis/trans‐3b. This compound mainly reacts with excess LiAlH4 by reductive cyclization to form the 4‐hydroxy‐1H‐1,3‐benzazaphosphole 6. The lithiation of the o′‐unprotected phosphorylpivalanilide 2a with LDA was unselective and led to 3a and 4a in low yields, whereas additional ortho‐lithiation of the benzoyl group occurred for the lithiation of the o′‐protected phosphonobenzanilide 2c with tBuLi/LDA to give 7 in rather low yield. The reduction of crude 7 led to (benzylamino)phenol 8 and the 4‐hydroxy‐1H‐1,3‐benzazaphosphole 9 as a minor product. The properties, NMR spectroscopy data, and crystal structures of 5b, 6, and 8 are reported.
• A Convergent Approach to Dibenzodioxocinones: Synthesis of Racemic Penicillide
  作者：Chun-Lin Deng、Qiao Zhang、Lisong Fang、Xinsheng Lei、Guoqiang Lin

  DOI：10.1002/hlca.201100405

  日期：2012.4

  A convergent approach to dibenzodioxocinones was explored, thereby racemic penicillide ((±)‐1a) could be obtained in 13 steps in 4.2% overall yield, based on 5‐amino‐2‐methylphenol (5) (Schemes 2–4).

  探索了一种收敛的方法，即基于5-氨基-2-甲基苯酚（5），可以13步获得外消旋青霉素（（±）-1a），总产率为4.2％（方案2-4）。