2-(2-methoxy-2-oxoethoxy)acetic acid | 56074-24-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(2-methoxy-2-oxoethoxy)acetic acid
• 英文别名: Methyl-hydrogen-diglycollat；3-oxa-glutaric acid monomethyl ester；Dimethylaether-α.α'-dicarbonsaeure-monomethylester；3-Oxa-glutarsaeure-monomethylester；Diglykolsaeure-monomethylester；Diglykolmethylidsaeure
• CAS: 56074-24-9
• 化学式: C₅H₈O₅
• mdl: MFCD00462694
• 分子量: 148.116
• InChiKey: DQPDAFDEASYJKB-UHFFFAOYSA-N

物化性质

• 沸点：
  302.2±17.0 °C(Predicted)
• 密度：
  1.281±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-methoxy-2-oxoethoxy)acetic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (methoxycarbonylmethoxy)acetyl chloride
  参考文献：
  名称：

  Efficient and multi-function compatible click-reaction of organosilanes

  摘要：

  The synthesis of organotriethoxysilanes by click chemistry was studied using the recyclable, multidentate catalyst [Cu(C(18)tren)]Br. For the evaluation, alkyne precursors containing some of the more common organic functions were reacted with a triethoxy silyl group containing azide. The procedure allowed the isolation of the desired products in high yields and high purity. Especially remarkable is the facility of the catalyst removal by simple filtration and evaporation. The catalyst is concluded to be ideal for the synthesis of moisture sensitive organotriethoxysilanes. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.152145
• 作为产物：
  描述：

  甲醇 、 二甘醇酐 生成 2-(2-methoxy-2-oxoethoxy)acetic acid
  参考文献：
  名称：

  Edwards,D. et al., Journal of Pharmacy and Pharmacology, 1960, vol. 12, p. 137T-152T

  摘要：

  DOI：

文献信息

• Synthesis, structure–activity relationships and biological evaluation of caudatin derivatives as novel anti-hepatitis B virus agents
  作者：Li-Jun Wang、Chang-An Geng、Yun-Bao Ma、Xiao-Yan Huang、Jie Luo、Hao Chen、Rui-Hua Guo、Xue-Mei Zhang、Ji-Jun Chen

  DOI：10.1016/j.bmc.2012.03.023

  日期：2012.5

  A series of caudatin derivatives were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Most of the 3-O-substituted caudatin derivatives showed effective anti-HBV activity. Among the tested compounds, six compounds (2e–2h, 2l, 2r) exhibited significantly inhibitory activity against HBV DNA replication with IC50 values in the range of 2.82–7.48 μM. Interestingly

  合成了一系列卡丁定衍生物，并在HepG 2.2.15细胞中评估了它们的抗乙型肝炎病毒（HBV）活性。大多数3-O-取代的卡丁汀衍生物均显示出有效的抗HBV活性。在测试的化合物中，六种化合物（2e–2h，2l，2r）显示出对HBV DNA复制的显着抑制活性，IC 50值在2.82–7.48μM范围内。有趣的是，两种化合物（2e，2f）不仅抑制HBsAg（IC 50  = 18.68μM，21.71μM），HBeAg（IC 50  = 13.16μM，33.73μM）的分泌，而且抑制HBV DNA复制（IC 50）的有效活性。 = 7.48μM，3.63μM）。已经讨论了卡丁汀衍生物的结构-活性关系（SAR），这对于将卡丁汀衍生物作为新型抗HBV药物进行探索和开发是有用的。
• Edwards,D. et al., Journal of Pharmacy and Pharmacology, 1960, vol. 12, p. 137T-152T
  作者：Edwards,D. et al.

  DOI：——

  日期：——
• Anschuetz; Jaeger, Chemische Berichte, 1922, vol. 55, p. 673
  作者：Anschuetz、Jaeger

  DOI：——

  日期：——
• Efficient and multi-function compatible click-reaction of organosilanes
  作者：Robert Winkler、Stéphane Pellet-Rostaing、Guilhem Arrachart

  DOI：10.1016/j.tetlet.2020.152145

  日期：2020.7

  The synthesis of organotriethoxysilanes by click chemistry was studied using the recyclable, multidentate catalyst [Cu(C(18)tren)]Br. For the evaluation, alkyne precursors containing some of the more common organic functions were reacted with a triethoxy silyl group containing azide. The procedure allowed the isolation of the desired products in high yields and high purity. Especially remarkable is the facility of the catalyst removal by simple filtration and evaporation. The catalyst is concluded to be ideal for the synthesis of moisture sensitive organotriethoxysilanes. (C) 2020 Elsevier Ltd. All rights reserved.