[Difluoro-(2-methylsulfanyl-3,6-dihydro-2H-thiopyran-2-yl)-methyl]-phosphonic acid diethyl ester | 437713-32-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: [Difluoro-(2-methylsulfanyl-3,6-dihydro-2H-thiopyran-2-yl)-methyl]-phosphonic acid diethyl ester
• 英文别名: 6-[Diethoxyphosphoryl(difluoro)methyl]-6-methylsulfanyl-2,5-dihydrothiopyran
• CAS: 437713-32-1
• 化学式: C₁₁H₁₉F₂O₃PS₂
• 分子量: 332.373
• InChiKey: JWVAAGHHHDMIHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  86.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [Difluoro-(2-methylsulfanyl-3,6-dihydro-2H-thiopyran-2-yl)-methyl]-phosphonic acid diethyl ester 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以55%的产率得到[(3,6-hydro-2H-thiapyran-2-yl)-difluoromethyl]phoshonate
  参考文献：
  名称：

  Synthesis of thiapyranoside precursors using the building-block approach from a phosphonodifluorodithioacetate

  摘要：

  Phosphonodiflourodithioacetate 2 demonstrates high reactivity towards dienes due to the presence of the two fluorine atoms. A hetero Diels-Alder reaction afforded the corresponding dihydrothiapyrans in 60-90% yields. These adducts can be submitted to a selective dihydroxylation and desulfanylation to produce phosphonodifluorothiaglycoside precursors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00204-6
• 作为产物：
  描述：

  二氟甲基膦酸二乙酯 在 lithium diisopropyl amide 作用下， 反应 15.0h， 生成 [Difluoro-(2-methylsulfanyl-3,6-dihydro-2H-thiopyran-2-yl)-methyl]-phosphonic acid diethyl ester
  参考文献：
  名称：

  Synthesis of thiapyranoside precursors using the building-block approach from a phosphonodifluorodithioacetate

  摘要：

  Phosphonodiflourodithioacetate 2 demonstrates high reactivity towards dienes due to the presence of the two fluorine atoms. A hetero Diels-Alder reaction afforded the corresponding dihydrothiapyrans in 60-90% yields. These adducts can be submitted to a selective dihydroxylation and desulfanylation to produce phosphonodifluorothiaglycoside precursors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00204-6