Acetic acid (R)-2,4-dimethyl-2-((E)-2-methyl-buta-1,3-dienyl)-5-oxo-2,5-dihydro-thiophen-3-yl ester | 384330-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢噻吩类
• 英文名称: Acetic acid (R)-2,4-dimethyl-2-((E)-2-methyl-buta-1,3-dienyl)-5-oxo-2,5-dihydro-thiophen-3-yl ester
• 英文别名: [(2R)-2,4-dimethyl-2-[(1E)-2-methylbuta-1,3-dienyl]-5-oxothiophen-3-yl] acetate
• CAS: 384330-62-5
• 化学式: C₁₃H₁₆O₃S
• 分子量: 252.334
• InChiKey: SHTFZJUWZKYTEC-SBDDDAINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Acetic acid (R)-2,4-dimethyl-2-((E)-2-methyl-buta-1,3-dienyl)-5-oxo-2,5-dihydro-thiophen-3-yl ester 在 甲醇 、 sodium tetrahydroborate 、 sodium periodate 、 四氧化锇 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-4-Hydroxy-5-((E)-3-hydroxy-2-methyl-propenyl)-3,5-dimethyl-5H-thiophen-2-one
  参考文献：
  名称：

  Synthesis and structure–activity relationships of thiotetronic acid analogues of thiolactomycin

  摘要：

  3-Acetyl analogues of thiolactomycin, a thiotetronic acid natural product, were synthesized and profiled against livestock pathogens. Some analogues showed improved activity over thiolactomycin against Staphylococcus aureus and comparable activity against Pasteurella multocida. Several semisynthetically modified analogues of thiolactomycin showed no improvement in activity over thiolactomycin. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00567-4
• 作为产物：
  描述：

  乙酸酐 、 乳霉素 在 吡啶 作用下， 以95%的产率得到Acetic acid (R)-2,4-dimethyl-2-((E)-2-methyl-buta-1,3-dienyl)-5-oxo-2,5-dihydro-thiophen-3-yl ester
  参考文献：
  名称：

  Synthesis and structure–activity relationships of thiotetronic acid analogues of thiolactomycin

  摘要：

  3-Acetyl analogues of thiolactomycin, a thiotetronic acid natural product, were synthesized and profiled against livestock pathogens. Some analogues showed improved activity over thiolactomycin against Staphylococcus aureus and comparable activity against Pasteurella multocida. Several semisynthetically modified analogues of thiolactomycin showed no improvement in activity over thiolactomycin. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00567-4

文献信息

• Synthesis and structure–activity relationships of thiotetronic acid analogues of thiolactomycin
  作者：Subas M Sakya、Melani Suarez-Contreras、John P Dirlam、Thomas N O'Connell、Shigeru F Hayashi、Sheryl L Santoro、Barbara J Kamicker、David M George、Carl B Ziegler

  DOI：10.1016/s0960-894x(01)00567-4

  日期：2001.10

  3-Acetyl analogues of thiolactomycin, a thiotetronic acid natural product, were synthesized and profiled against livestock pathogens. Some analogues showed improved activity over thiolactomycin against Staphylococcus aureus and comparable activity against Pasteurella multocida. Several semisynthetically modified analogues of thiolactomycin showed no improvement in activity over thiolactomycin. (C) 2001 Elsevier Science Ltd. All rights reserved.