4-phenylsulfonylphenylpropionic acid | 886204-59-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-phenylsulfonylphenylpropionic acid
• 英文别名: 3-[4-(Benzenesulfonyloxy)phenyl]propanoic acid
• CAS: 886204-59-7
• 化学式: C₁₅H₁₄O₅S
• 分子量: 306.339
• InChiKey: XFVYBPKSEAUMLN-UHFFFAOYSA-N

物化性质

• 熔点：
  118-119 °C
• 沸点：
  507.9±42.0 °C(Predicted)
• 密度：
  1.349±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  89
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-phenylsulfonylphenylpropionic acid 在 4-二甲氨基吡啶 、 三氟化硼乙醚 、 二异丁基氢化铝 、 苯硫酚 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 35.0h， 生成 [4-[2-[(2S,4R,6S)-6-[4-(benzenesulfonyloxy)phenyl]-4-[4-hydroxy-2,6-bis(phenylmethoxy)phenyl]oxan-2-yl]ethyl]phenyl] benzenesulfonate
  参考文献：
  名称：

  Synthesis and Structure Revision of Calyxin Natural Products

  摘要：

  Tandem Prins cyclization and Friedel-Crafts reaction with an electron-rich aromatic ring were used to prepare the core structures of calyxin natural products. The proposed structure of epicalyxin F was prepared and shown to be incorrect. Several calyxin natural products, including calyxin F and L, were synthesized, and the structures were reassigned on the basis of NMR data and synthetic correlations.

  DOI：

  10.1021/jo060094g
• 作为产物：
  描述：

  对羟基苯丙酸 、 苯磺酰氯 在 氢氧化钾 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以64%的产率得到4-phenylsulfonylphenylpropionic acid
  参考文献：
  名称：

  Synthesis and Structure Revision of Calyxin Natural Products

  摘要：

  Tandem Prins cyclization and Friedel-Crafts reaction with an electron-rich aromatic ring were used to prepare the core structures of calyxin natural products. The proposed structure of epicalyxin F was prepared and shown to be incorrect. Several calyxin natural products, including calyxin F and L, were synthesized, and the structures were reassigned on the basis of NMR data and synthetic correlations.

  DOI：

  10.1021/jo060094g

文献信息

• Synthesis and Structure Revision of Calyxin Natural Products
  作者：Xia Tian、James J. Jaber、Scott D. Rychnovsky

  DOI：10.1021/jo060094g

  日期：2006.4.1

  Tandem Prins cyclization and Friedel-Crafts reaction with an electron-rich aromatic ring were used to prepare the core structures of calyxin natural products. The proposed structure of epicalyxin F was prepared and shown to be incorrect. Several calyxin natural products, including calyxin F and L, were synthesized, and the structures were reassigned on the basis of NMR data and synthetic correlations.