(2R,3R)-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)phenyl]chroman-3-yl 3-fluorobenzoate | 1394226-58-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (2R,3R)-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)phenyl]chroman-3-yl 3-fluorobenzoate
• 英文别名: [(2R,3R)-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-yl] 3-fluorobenzoate
• CAS: 1394226-58-4
• 化学式: C₅₇H₄₇FO₈
• 分子量: 878.994
• InChiKey: DKDUCCWBVRYJQY-RMLGUUAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  66
• 可旋转键数：
  19
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2R,3R)-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)phenyl]chroman-3-yl 3-fluorobenzoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 5.0h， 以89%的产率得到(2R,3R)-5,7-bis(hydroxyl)-2-[3',4',5'-tris(hydroxy)phenyl]chroman-3-yl 3-fluorobenzoate
  参考文献：
  名称：

  Semisynthesis of Fluoro-substituted Benzoates of Epi-gallocatechin

  摘要：

  In the present study, four fluoro-substituted benzoates of epi-gallocatechin (EGC) were prepared through a semisynthetic strategy, and the yield of benzylation of epigallocatechin gallate (-)-EGCG was improved by using freshly purified (-)-EGCG as starting material and a mild base of K2CO3. All structures of new compounds were characterized by H-1 NMR, C-13 NMR, high-resolution mass spectrometry, and optical rotation.

  DOI：

  10.1080/00397911.2011.585269
• 作为产物：
  描述：

  间氟苯甲酸 在 4-二甲氨基吡啶 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (2R,3R)-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)phenyl]chroman-3-yl 3-fluorobenzoate
  参考文献：
  名称：

  Semisynthesis of Fluoro-substituted Benzoates of Epi-gallocatechin

  摘要：

  In the present study, four fluoro-substituted benzoates of epi-gallocatechin (EGC) were prepared through a semisynthetic strategy, and the yield of benzylation of epigallocatechin gallate (-)-EGCG was improved by using freshly purified (-)-EGCG as starting material and a mild base of K2CO3. All structures of new compounds were characterized by H-1 NMR, C-13 NMR, high-resolution mass spectrometry, and optical rotation.

  DOI：

  10.1080/00397911.2011.585269