trifluoromethanesulfonic acid 2-(4-methoxyphenyl)-6-oxo-3,6-dihydro-2H-pyran-4-yl ester | 1020850-71-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: trifluoromethanesulfonic acid 2-(4-methoxyphenyl)-6-oxo-3,6-dihydro-2H-pyran-4-yl ester
• 英文别名: [2-(4-Methoxyphenyl)-6-oxo-2,3-dihydropyran-4-yl] trifluoromethanesulfonate；[2-(4-methoxyphenyl)-6-oxo-2,3-dihydropyran-4-yl] trifluoromethanesulfonate
• CAS: 1020850-71-8
• 化学式: C₁₃H₁₁F₃O₆S
• 分子量: 352.288
• InChiKey: BDZIKCJEAOLOMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  87.3
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  trifluoromethanesulfonic acid 2-(4-methoxyphenyl)-6-oxo-3,6-dihydro-2H-pyran-4-yl ester 、 甲基溴化镁 以 乙醚 、 甲苯 为溶剂， 反应 1.0h， 以95%的产率得到1-(4-methoxyphenyl)but-3-yn-1-ol
  参考文献：
  名称：

  Ring Opening/Fragmentation of Dihydropyrones for the Synthesis of Homopropargyl Alcohols

  摘要：

  Ring-opening/C-C bond cleavage reactions induced by nucleophilic addition of methyl Grignard to 5,6-dihydro-2-pyrone (DHP) triflates 1 furnish homopropargyl alcohols (1 --> 2) stereospecifically with respect to the stereochemistry of 1. Carbonyl extrusion from DHP triflates provides a unified and operationally simple strategy for preparing chiral homopropargyl alcohols.

  DOI：

  10.1021/ja801018r
• 作为产物：
  描述：

  三氟甲磺酸酐 、 6-(4-methoxyphenyl)dihydro-2H-pyran-2,4(3H)-dione 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以90%的产率得到trifluoromethanesulfonic acid 2-(4-methoxyphenyl)-6-oxo-3,6-dihydro-2H-pyran-4-yl ester
  参考文献：
  名称：

  Ring Opening/Fragmentation of Dihydropyrones for the Synthesis of Homopropargyl Alcohols

  摘要：

  Ring-opening/C-C bond cleavage reactions induced by nucleophilic addition of methyl Grignard to 5,6-dihydro-2-pyrone (DHP) triflates 1 furnish homopropargyl alcohols (1 --> 2) stereospecifically with respect to the stereochemistry of 1. Carbonyl extrusion from DHP triflates provides a unified and operationally simple strategy for preparing chiral homopropargyl alcohols.

  DOI：

  10.1021/ja801018r

文献信息

• Ring Opening/Fragmentation of Dihydropyrones for the Synthesis of Homopropargyl Alcohols
  作者：Jumreang Tummatorn、Gregory B. Dudley

  DOI：10.1021/ja801018r

  日期：2008.4.1

  Ring-opening/C-C bond cleavage reactions induced by nucleophilic addition of methyl Grignard to 5,6-dihydro-2-pyrone (DHP) triflates 1 furnish homopropargyl alcohols (1 --> 2) stereospecifically with respect to the stereochemistry of 1. Carbonyl extrusion from DHP triflates provides a unified and operationally simple strategy for preparing chiral homopropargyl alcohols.