[(2R,3S)-2-[3,4-bis(2,2,2-trichloroethoxysulfonyloxy)phenyl]-3-hydroxy-5-(2,2,2-trichloroethoxysulfonyloxy)-3,4-dihydro-2H-chromen-7-yl] 2,2,2-trichloroethyl sulfate | 1313434-36-4

• 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,3S)-2-[3,4-bis(2,2,2-trichloroethoxysulfonyloxy)phenyl]-3-hydroxy-5-(2,2,2-trichloroethoxysulfonyloxy)-3,4-dihydro-2H-chromen-7-yl] 2,2,2-trichloroethyl sulfate
• CAS: 1313434-36-4
• 化学式: C₂₃H₁₈Cl₁₂O₁₈S₄
• 分子量: 1136.09
• InChiKey: JXZUAJULNQKMFL-IFXJQAMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  57
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  273
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  [(2R,3S)-2-[3,4-bis(2,2,2-trichloroethoxysulfonyloxy)phenyl]-3-hydroxy-5-(2,2,2-trichloroethoxysulfonyloxy)-3,4-dihydro-2H-chromen-7-yl] 2,2,2-trichloroethyl sulfate 、 乙酸–三乙胺 在 palladium 10% on activated carbon 、 ammonium formate 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 反应 15.0h， 以88%的产率得到
  参考文献：
  名称：

  Rapid and efficient chemoselective and multiple sulfations of phenols using sulfuryl imidazolium salts

  摘要：

  Phenolic sulfates protected with a trichloroethyl or trifluoroethyl group were rapidly and efficiently obtained by reacting phenols with sulfuryl imidazolium salts in the presence of DBU. Phenolic hydroxyl groups could be sulfated in good yield in the presence of aliphatic hydroxyl groups and multiple sulfations were also readily achieved. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.080
• 作为产物：
  描述：

  2,2,2-trichloroethoxysulfuryl-1,2-dimethylimidazole triflate 、 儿茶提取物 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 0.32h， 以86%的产率得到[(2R,3S)-2-[3,4-bis(2,2,2-trichloroethoxysulfonyloxy)phenyl]-3-hydroxy-5-(2,2,2-trichloroethoxysulfonyloxy)-3,4-dihydro-2H-chromen-7-yl] 2,2,2-trichloroethyl sulfate
  参考文献：
  名称：

  Rapid and efficient chemoselective and multiple sulfations of phenols using sulfuryl imidazolium salts

  摘要：

  Phenolic sulfates protected with a trichloroethyl or trifluoroethyl group were rapidly and efficiently obtained by reacting phenols with sulfuryl imidazolium salts in the presence of DBU. Phenolic hydroxyl groups could be sulfated in good yield in the presence of aliphatic hydroxyl groups and multiple sulfations were also readily achieved. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.080

文献信息

• Rapid and efficient chemoselective and multiple sulfations of phenols using sulfuryl imidazolium salts
  作者：Scott D. Taylor、Ahmed Desoky

  DOI：10.1016/j.tetlet.2011.04.080

  日期：2011.6

  Phenolic sulfates protected with a trichloroethyl or trifluoroethyl group were rapidly and efficiently obtained by reacting phenols with sulfuryl imidazolium salts in the presence of DBU. Phenolic hydroxyl groups could be sulfated in good yield in the presence of aliphatic hydroxyl groups and multiple sulfations were also readily achieved. (C) 2011 Elsevier Ltd. All rights reserved.