3-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluorooctyl)-2-methoxyoxane | 143529-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 3-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluorooctyl)-2-methoxyoxane
• CAS: 143529-16-2
• 化学式: C₁₄H₁₁F₁₇O₂
• 分子量: 534.213
• InChiKey: SPXQIUYSQYNLOO-UHFFFAOYSA-N

物化性质

• 沸点：
  269.4±40.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  3-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluorooctyl)-2-methoxyoxane 在 disodium hydrogenphosphate 、 二氯二茂锆 、 4 Angstroem molecular sives 、 silver perchlorate 、 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 10.0h， 生成 5-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctyl)-3,4-dihydro-2H-pyran
  参考文献：
  名称：

  Synthesis and applications of a fluorous THP protective group

  摘要：

  A recyclable fluorous labeled THP protecting group has been developed that allows for simple purification of small molecules by liquid-liquid extraction with FC-72/MeCN, and of larger or more polar molecules by solid phase extraction with fluorous reverse phase silica gel. In addition, we report a new glycosylation method which uses the Cp2ZrCl2-AgClO4 reagent system to activate an anomeric sulfoxide. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00866-7
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 甲醇 、 全氟辛基碘烷 在 bis(dicarbonyl(η-cyclopentadienyl)iron) 三乙胺 作用下， 以83%的产率得到3-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluorooctyl)-2-methoxyoxane
  参考文献：
  名称：

  Synthesis and applications of a fluorous THP protective group

  摘要：

  A recyclable fluorous labeled THP protecting group has been developed that allows for simple purification of small molecules by liquid-liquid extraction with FC-72/MeCN, and of larger or more polar molecules by solid phase extraction with fluorous reverse phase silica gel. In addition, we report a new glycosylation method which uses the Cp2ZrCl2-AgClO4 reagent system to activate an anomeric sulfoxide. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00866-7

文献信息

• Synthesis and applications of a fluorous THP protective group
  作者：Peter Wipf、Jonathan T. Reeves

  DOI：10.1016/s0040-4039(99)00866-7

  日期：1999.6

  A recyclable fluorous labeled THP protecting group has been developed that allows for simple purification of small molecules by liquid-liquid extraction with FC-72/MeCN, and of larger or more polar molecules by solid phase extraction with fluorous reverse phase silica gel. In addition, we report a new glycosylation method which uses the Cp2ZrCl2-AgClO4 reagent system to activate an anomeric sulfoxide. (C) 1999 Elsevier Science Ltd. All rights reserved.