methyl 2-hydroxy-3-(thiophen-2-yl)acrylate

• 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: methyl 2-hydroxy-3-(thiophen-2-yl)acrylate
• 英文别名: Methyl 2-hydroxy-3-thiophen-2-ylprop-2-enoate；methyl 2-hydroxy-3-thiophen-2-ylprop-2-enoate
• 化学式: C₈H₈O₃S
• mdl: MFCD16885173
• 分子量: 184.216
• InChiKey: DIJMGSLLTIWVGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-hydroxy-3-(thiophen-2-yl)acrylate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Enantiomerically Pure 3-Aryl- and 3-Hetaryl-2-hydroxypropanoic Acids by Chemoenzymatic Reduction of 2-Oxo Acids

  摘要：

  Phenyllactic acids are found in numerous natural products as well as in active substances used in medicine or plant protection. Enantiomerically pure phenyllactic acids are available by transition-metal-catalyzed hydrogenations or chemoenzymatic reductions of the corresponding 3-aryl-2-oxopropanoic acids. We show here that d-lactate dehydrogenase from Staphylococcus epidermidis reduces a broad spectrum of 2-oxo acids, which are difficult substrates for transition-metal-catalyzed reactions, with excellent enantioselectivities in a simple experimental setup.

  DOI：

  10.1021/jo502529g
• 作为产物：
  描述：

  methyl 2-(dimethylamino)-3-(thiophen-2-yl)acrylate 在 盐酸 、 水 作用下， 反应 1.0h， 以84%的产率得到methyl 2-hydroxy-3-(thiophen-2-yl)acrylate
  参考文献：
  名称：

  Enantiomerically Pure 3-Aryl- and 3-Hetaryl-2-hydroxypropanoic Acids by Chemoenzymatic Reduction of 2-Oxo Acids

  摘要：

  Phenyllactic acids are found in numerous natural products as well as in active substances used in medicine or plant protection. Enantiomerically pure phenyllactic acids are available by transition-metal-catalyzed hydrogenations or chemoenzymatic reductions of the corresponding 3-aryl-2-oxopropanoic acids. We show here that d-lactate dehydrogenase from Staphylococcus epidermidis reduces a broad spectrum of 2-oxo acids, which are difficult substrates for transition-metal-catalyzed reactions, with excellent enantioselectivities in a simple experimental setup.

  DOI：

  10.1021/jo502529g

文献信息

• 3-Hydroxy-1,5-dihydro-2H-pyrrol-2-ones as novel antibacterial scaffolds against methicillin-resistant Staphylococcus aureus
  作者：Alexander Q. Cusumano、Joshua G. Pierce

  DOI：10.1016/j.bmcl.2018.02.047

  日期：2018.9

  antibacterial agents against methicillin-resistant S. aureus (MRSA) and methicillin-resistant S. epidermidis (MRSE). Lead compound 38 showed minimum inhibitory concentrations (MICs) of 8 and 4 μg/mL against MRSA and MRSE, respectively. Furthermore, compound 38 displayed a MIC of 8–16 μg/mL against linezolid-resistant MRSA. These molecules, previously underexplored as antibacterial agents, serve as a

  在此，我们报告了3-羟基-1,5-二氢-2H-吡咯-2-酮作为抗甲氧西林耐药金黄色葡萄球菌（MRSA）和耐甲氧西林表皮葡萄球菌（MRSE）的抗菌剂的合成和评估。铅化合物38对MRSA和MRSE的最小抑菌浓度（MIC）分别为8和4μg/ mL。此外，化合物38对耐利奈唑胺的MRSA的MIC为8-16μg/ mL。这些以前未被开发为抗菌剂的分子，可作为抗菌素开发的新支架。