ethyl 2-hydroxy-3-(6-methylpyridin-2-yl)propanoate | 1401254-26-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-hydroxy-3-(6-methylpyridin-2-yl)propanoate
• 英文别名: Ethyl 2-hydroxy-3-(6-methylpyridin-2-yl)propanoate
• CAS: 1401254-26-9
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: YHGKHWURJNKWFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,6-二甲基吡啶 、 乙醛酸乙酯 在 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 36.0h， 以83%的产率得到ethyl 2-hydroxy-3-(6-methylpyridin-2-yl)propanoate
  参考文献：
  名称：

  布朗斯台德酸促进氮杂芳烃的苄基C–H键功能化：醛的亲核加成†

  摘要：

  一种实用的布朗斯台德酸促进了2-甲基氮杂芳烃的苄基C–H官能化和亲核加成醛的开发，收率良好至极佳。提出六元氢键过渡态对于该反应至关重要。准备好两种起始材料的使用醋酸 因为催化剂和容易的反应条件将确保这种合成方法对生物活性的合成具有吸引力 吡啶 和喹啉衍生物。

  DOI：

  10.1039/c2ob26604k

文献信息

• Brønsted acid promoted benzylic C–H bond functionalization of azaarenes: nucleophilic addition to aldehydes
  作者：Fang-Fang Wang、Cui-Ping Luo、Yi Wang、Guojun Deng、Luo Yang

  DOI：10.1039/c2ob26604k

  日期：——

  A practical Brønsted acid promoted benzylic C–H functionalization of 2-methylazaarenes and nucleophilic addition to aldehydes was developed in good to excellent yields. A six-membered hydrogen-bonding transition state is proposed to be crucial for the reaction. Ready availability of the two starting materials, the use of acetic acid as the catalyst and the facile reaction conditions will guarantee

  一种实用的布朗斯台德酸促进了2-甲基氮杂芳烃的苄基C–H官能化和亲核加成醛的开发，收率良好至极佳。提出六元氢键过渡态对于该反应至关重要。准备好两种起始材料的使用醋酸 因为催化剂和容易的反应条件将确保这种合成方法对生物活性的合成具有吸引力 吡啶 和喹啉衍生物。
• Iron-catalyzed C(sp³)–H functionalization of methyl azaarenes: a green approach to azaarene-substituted α- or β-hydroxy carboxylic derivatives and 2-alkenylazaarenes
  作者：Danwei Pi、Kun Jiang、Haifeng Zhou、Yuebo Sui、Yasuhiro Uozumi、Kun Zou

  DOI：10.1039/c4ra10939b

  日期：——

  An iron-catalyzed C(sp³)–H functionalization of methyl azaarenes with carbonyls to access the title compounds have been described.

  使用铁催化的C(sp³)-H官能团化方法，将甲基氮杂芳烃与羰基化合物反应，合成了目标化合物。

• Acid ionic liquid promoted addition of C(sp3)–H bond to aldehyde
  作者：Xue-Yan Zhang、Dao-Qing Dong、Tao Yue、Shuang-Hong Hao、Zu-Li Wang

  DOI：10.1016/j.tetlet.2014.08.034

  日期：2014.10

  A novel protocol for acid ionic liquid promoted C(sp(3))-H bond functionalization of alkyl azaarenes and nucleophilic addition to aldehydes was developed in good to excellent yields, which provides an efficient approach for the synthesis of alkyl-substituted azaarene derivatives. It is worthwhile to note that acid ionic liquid used for this reaction can be recycled and reused six times without a significant decrease in activity. (C) 2014 Elsevier Ltd. All rights reserved.
• Iron-catalyzed C(sp3)–H functionalization of methyl azaarenes with α-oxoesters: a facile approach to lactic acid derivatives
  作者：Kun Jiang、Danwei Pi、Haifeng Zhou、Sensheng Liu、Kun Zou

  DOI：10.1016/j.tet.2014.02.069

  日期：2014.5

  A highly efficient method for the C(sp(3))-H functionalization of methyl azaarenes to alpha-oxoesters in the presence of iron(II) acetate as an inexpensive, nontoxic catalyst with moderate-to-excellent yields has been developed. This transformation represents a facile approach to medicinally important lactic acid derivatives. (C) 2014 Elsevier Ltd. All rights reserved.
• Magnetically separable CuFe₂O₄ nanoparticles as a recoverable catalyst for the addition reaction of C(sp³)–H bond of azaarenes to aldehydes
  作者：Zu-Li Wang

  DOI：10.1039/c4ra14486d

  日期：——

  A green and efficient method for CuFe₂O₄-catalyzed C(sp³)–H functionalization of 2-alkyl azaarenes has been developed. The catalyst can be magnetically recycled and reused for eight times without significant decrease in catalytic activity.

  一种绿色高效的CuFe2O4催化2-烷基氮杂芳烃C(sp3)–H官能团化的方法已被开发出来。该催化剂可以通过磁性回收并重复使用八次，而催化活性没有显著降低。