(2S,3S)-5,7-bis(benzyloxy)-2-(3-benzyloxyphenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate | 850307-84-5

• 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: (2S,3S)-5,7-bis(benzyloxy)-2-(3-benzyloxyphenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
• CAS: 850307-84-5
• 化学式: C₆₄H₅₄O₉
• 分子量: 967.127
• InChiKey: OBWGNBFITOVCKV-TVHLTLAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.06
• 重原子数：
  73.0
• 可旋转键数：
  21.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  90.91
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (2S,3S)-5,7-bis(benzyloxy)-2-(3-benzyloxyphenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 在 palladium dihydroxide 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 以90%的产率得到
  参考文献：
  名称：

  Structure–activity study of epi-gallocatechin gallate (EGCG) analogs as proteasome inhibitors

  摘要：

  The structure-activity relationship of a number of synthetic green tea polyphenol analogs involving modifications of A ring and B ring of epi-gallocatechin gallate (EGCG) as proteasome inhibitors has been examined. It was found that in B ring, a decrease in the number of OH groups led to decreased potency. Introduction of a hydrophobic benzyl group into the 8 position of A ring did not significantly affect the proteasome-inhibitory potency. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.056
• 作为产物：
  描述：

  Formic acid (1S,2R)-2-(3-benzyloxy-phenyl)-1-(2,4-bis-benzyloxy-6-hydroxy-benzyl)-2-bromo-ethyl ester 在 草酰氯 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 3.0h， 生成 (2S,3S)-5,7-bis(benzyloxy)-2-(3-benzyloxyphenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
  参考文献：
  名称：

  Structure–activity study of epi-gallocatechin gallate (EGCG) analogs as proteasome inhibitors

  摘要：

  The structure-activity relationship of a number of synthetic green tea polyphenol analogs involving modifications of A ring and B ring of epi-gallocatechin gallate (EGCG) as proteasome inhibitors has been examined. It was found that in B ring, a decrease in the number of OH groups led to decreased potency. Introduction of a hydrophobic benzyl group into the 8 position of A ring did not significantly affect the proteasome-inhibitory potency. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.056