4-(4-methylsulfanylphenyl)-3-phenyl-5H-oxathiole 2-oxide | 852382-18-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-(4-methylsulfanylphenyl)-3-phenyl-5H-oxathiole 2-oxide
• CAS: 852382-18-4
• 化学式: C₁₆H₁₄O₂S₂
• 分子量: 302.418
• InChiKey: DBVFNNVOSHFCMU-UHFFFAOYSA-N

物化性质

• 沸点：
  485.9±55.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(4-methylsulfanylphenyl)-3-phenyl-5H-oxathiole 2-oxide 在 间氯过氧苯甲酸 作用下， 生成 4-(4-Methanesulfinyl-phenyl)-3-phenyl-5H-[1,2]oxathiole 2-oxide
  参考文献：
  名称：

  A general carbometalation, three component coupling strategy for the synthesis of α,β-unsaturated γ-sultines including thio-rofecoxib, a selective COX-2 inhibitor

  摘要：

  Magnesium mediated carbometalation (Grignard addition) to appropriate propargyl alcohols to synthesize a cross-section of variably substituted alpha,beta-unsaturated gamma-sultines is described. Thio-rofecoxib, a selective COX-2 inhibitor (12), is synthesized by this method and its IC50, mu M COX-1 and COX-2 inhibition, and whole blood stability values reported. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.056
• 作为产物：
  描述：

  3-苯基-2-丙炔-1-醇 、 (4-methylsulfanylphenyl)magnesium chloride 在 氯化亚砜 作用下， 以29%的产率得到4-(4-methylsulfanylphenyl)-3-phenyl-5H-oxathiole 2-oxide
  参考文献：
  名称：

  A general carbometalation, three component coupling strategy for the synthesis of α,β-unsaturated γ-sultines including thio-rofecoxib, a selective COX-2 inhibitor

  摘要：

  Magnesium mediated carbometalation (Grignard addition) to appropriate propargyl alcohols to synthesize a cross-section of variably substituted alpha,beta-unsaturated gamma-sultines is described. Thio-rofecoxib, a selective COX-2 inhibitor (12), is synthesized by this method and its IC50, mu M COX-1 and COX-2 inhibition, and whole blood stability values reported. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.056