3-(furan-2-yl)-3-phenylsulfanyl-propanoic acid | 1011763-42-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(furan-2-yl)-3-phenylsulfanyl-propanoic acid
• 英文别名: 3-(furan-2-yl)-3-phenylsulfanylpropanoic acid
• CAS: 1011763-42-0
• 化学式: C₁₃H₁₂O₃S
• 分子量: 248.302
• InChiKey: BKCGYAPZNYTEKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(furan-2-yl)-3-phenylsulfanyl-propanoic acid 在 10percent Pd/C Oxone 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 2.0h， 生成 3-Benzenesulfonyl-3-furan-2-yl-N-hydroxy-propionamide
  参考文献：
  名称：

  Hydroxamic Acid Derivatives as Potent Peptide Deformylase Inhibitors and Antibacterial Agents

  摘要：

  Low-molecular-weight beta-sulfonyl- and beta-sulfinylhydroxamic acid derivatives have been synthesized and found to be potent inhibitors of Escherichia coli peptide deformylase (PDF). Most of the compounds synthesized and tested displayed antibacterial activities that cover several pathogens found in respiratory tract infections, including Chlamydia pneumoniae, Mycoplasma pneumoniae, Haemophilus influenzae, and Moraxella catarrhalis. The potential of these compounds as antibacterial agents is discussed with respect to selectivity, intracellular concentrations in bacteria, and potential for resistance development.

  DOI：

  10.1021/jm000018k
• 作为产物：
  描述：

  苯硫酚 、 3-(fur-2-yl)crotonic acid 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 3-(furan-2-yl)-3-phenylsulfanyl-propanoic acid
  参考文献：
  名称：

  Hydroxamic Acid Derivatives as Potent Peptide Deformylase Inhibitors and Antibacterial Agents

  摘要：

  Low-molecular-weight beta-sulfonyl- and beta-sulfinylhydroxamic acid derivatives have been synthesized and found to be potent inhibitors of Escherichia coli peptide deformylase (PDF). Most of the compounds synthesized and tested displayed antibacterial activities that cover several pathogens found in respiratory tract infections, including Chlamydia pneumoniae, Mycoplasma pneumoniae, Haemophilus influenzae, and Moraxella catarrhalis. The potential of these compounds as antibacterial agents is discussed with respect to selectivity, intracellular concentrations in bacteria, and potential for resistance development.

  DOI：

  10.1021/jm000018k

文献信息

• Fluoride ion-catalyzed conjugate addition for easy synthesis of 3-sulfanylpropionic acid from thiol and α,β-unsaturated carboxylic acid
  作者：Shijay Gao、Chi Tseng、Cheng Hsuan Tsai、Ching-Fa Yao

  DOI：10.1016/j.tet.2007.11.064

  日期：2008.2

  3-Sulfanylpropionic acids are obtained in excellent yields by proceeding through a simple, mild, and efficient procedure utilizing tetrabutylammonium fluoride (TBAF) as catalyst. (C) 2007 Published by Elsevier Ltd.