(2,3,4,5,6-pentafluorophenyl) 3-[(2R,3S,4R,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]propanoate | 682349-94-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2,3,4,5,6-pentafluorophenyl) 3-[(2R,3S,4R,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]propanoate
• CAS: 682349-94-6
• 化学式: C₂₃H₂₃F₅O₁₁
• 分子量: 570.421
• InChiKey: QMVZNCBMIZJCMD-RNDBBKKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  39
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  四氢噻唑 、 (2,3,4,5,6-pentafluorophenyl) 3-[(2R,3S,4R,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]propanoate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到Acetic acid (2R,3R,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3-oxo-3-thiazolidin-3-yl-propyl)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  A novel route to functionalized PFP esters via rapid intermolecular radical addition to PFP acrylate mediated by ethylpiperidinium hypophosphite (EPHP)

  摘要：

  Pentafluorophenyl (PFP) acrylate, a stable compact bifunctional scaffold undergoes rapid N-ethylpiperidinium hypophosphite (EPHP) mediated conjugate radical addition to yield a variety of active esters susceptible to further functionalization by aminolysis. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.01.082
• 作为产物：
  描述：

  丙烯酸五氟苯酚酯 、 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl iodide 在 air 、 N-ethylpiperidine hypophosphite 、 三乙基硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以80%的产率得到(2,3,4,5,6-pentafluorophenyl) 3-[(2R,3S,4R,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]propanoate
  参考文献：
  名称：

  A novel route to functionalized PFP esters via rapid intermolecular radical addition to PFP acrylate mediated by ethylpiperidinium hypophosphite (EPHP)

  摘要：

  Pentafluorophenyl (PFP) acrylate, a stable compact bifunctional scaffold undergoes rapid N-ethylpiperidinium hypophosphite (EPHP) mediated conjugate radical addition to yield a variety of active esters susceptible to further functionalization by aminolysis. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.01.082