2-(benzoylmethyl)sulfanyl-4-methyl-1,3-oxazole | 886040-38-6

• 英文名称: 2-(benzoylmethyl)sulfanyl-4-methyl-1,3-oxazole
• 英文别名: 4-Methyl-2-phenacylmercapto-oxazol；2-(4-methyl-oxazol-2-ylsulfanyl)-1-phenyl-ethanone；2-[(4-Methyl-1,3-oxazol-2-yl)sulfanyl]-1-phenylethanone
• CAS: 886040-38-6
• 化学式: C₁₂H₁₁NO₂S
• 分子量: 233.291
• InChiKey: FFAOAPBVQNLBAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  68.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(benzoylmethyl)sulfanyl-4-methyl-1,3-oxazole 生成 3-Methyl-5-phenyl-thiazolo<2,3-b>oxazolium
  参考文献：
  名称：

  Thiazolo[2,3-b]oxazolium cation. A new aromatic system

  摘要：

  DOI：

  10.1021/jo01282a006
• 作为产物：
  描述：

  4-methyl-13-oxazoline-2-thione 、 alpha-氯乙酰苯 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 2-(benzoylmethyl)sulfanyl-4-methyl-1,3-oxazole
  参考文献：
  名称：

  Thiazolo[2,3-b]oxazolium cation. A new aromatic system

  摘要：

  DOI：

  10.1021/jo01282a006

文献信息

• Aromatic or Chiral Heterocycle - Balance between 1,3-Oxazoline-2-thione and 1,3-Oxazolidine-2-thione
  作者：Arnaud Tatibouët、Nicolas Leconte、Sandrina Silva、Amelia P. Rauter、Patrick Rollin

  DOI：10.1055/s-2005-923583

  日期：——

  1,3-Oxazoline-2-thiones (OXT) and bis-1,3-oxazol­idine-2-thiones (bis-OZT) were selectively prepared depending on the conditions and starting materials used, and then underwent some N- and S-selective reactions.

  根据所使用的条件和起始材料，选择性地制备了 1,3-恶唑啉-2-硫酮（OXT）和双-1,3-恶唑烷-2-硫酮（双-OZT），然后进行了一些 N 和 S 选择性反应。
• Synthesis and Antimicrobial Evaluation of Oxazole-2(3H)-thione and 2-Alkylsulfanyl-1,3-oxazole Derivatives
  作者：Sandrina Silva、Filipa V. M. Silva、Jorge Justino、Amélia Pilar Rauter、Patrick Rollin、Arnaud Tatibouët

  DOI：10.3987/com-13-s(s)56

  日期：——

  The preparation of oxazole-2(3B)-thiones (OXTs) by condensation of thiocyanic acid on a-hydroxycarbonyl substrates has been revisited. Extension to more complex scaffolds afforded chiral OXTs, whereas carbohydrate-fused 2-alkylsulfanyl-1,3-oxazolines led to original hemiaminal structures. A survey of the reactivity of OXTs with various electrophiles showed S- or N-chemoselectivity based on HSAB parameters. Antimicrobial evaluation of selected synthesized compounds was carried out, from which the hemiaminal 15 emerged as a promising antifungal agent.