[4-[2-[(2S,4R,6S)-6-[4-(benzenesulfonyloxy)phenyl]-4-[3-[(E)-3-[4-(benzenesulfonyloxy)phenyl]prop-2-enoyl]-2,6-dihydroxy-4-methoxyphenyl]oxan-2-yl]ethyl]phenyl] benzenesulfonate | 886204-73-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: [4-[2-[(2S,4R,6S)-6-[4-(benzenesulfonyloxy)phenyl]-4-[3-[(E)-3-[4-(benzenesulfonyloxy)phenyl]prop-2-enoyl]-2,6-dihydroxy-4-methoxyphenyl]oxan-2-yl]ethyl]phenyl] benzenesulfonate
• CAS: 886204-73-5
• 化学式: C₅₃H₄₆O₁₄S₃
• 分子量: 1003.14
• InChiKey: JEKRRXZIXKCZCF-YVHKRPBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  70
• 可旋转键数：
  18
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  231
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  [4-[2-[(2S,4R,6S)-6-[4-(benzenesulfonyloxy)phenyl]-4-[3-[(E)-3-[4-(benzenesulfonyloxy)phenyl]prop-2-enoyl]-2,6-dihydroxy-4-methoxyphenyl]oxan-2-yl]ethyl]phenyl] benzenesulfonate 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 17.0h， 生成 epi-calyxin F
  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：

  (4-甲酰基苯基)苯磺酸盐 在 titanium(IV) isopropylate 、 4-二甲氨基吡啶 、 N-溴代丁二酰亚胺(NBS) 、 18-冠醚-6 、 三氟化硼乙醚 、 S-1,1'-联-2-萘酚 、 potassium hydride 、 镍 、 二异丁基氢化铝 、 碳酸氢钠 、 potassium carbonate 、 氟化氢吡啶 、 苯基锂 、 苯硫酚 、 N,N'-二环己基碳二亚胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 丙酮 、 甲苯 为溶剂， -78.0~20.0 ℃ 、413.68 kPa 条件下， 反应 166.63h， 生成 [4-[2-[(2S,4R,6S)-6-[4-(benzenesulfonyloxy)phenyl]-4-[3-[(E)-3-[4-(benzenesulfonyloxy)phenyl]prop-2-enoyl]-2,6-dihydroxy-4-methoxyphenyl]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

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.