(2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman | 850816-11-4

• 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,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman
• 英文别名: 1-[2,4,6-tris(phenylmethoxy)-3-[(2S,4R)-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-4-yl]phenyl]dodecan-1-one
• CAS: 850816-11-4
• 化学式: C₆₈H₇₀O₇
• 分子量: 999.3
• InChiKey: UJGPDGTZLBUFBS-RYXMLPJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.4
• 重原子数：
  75
• 可旋转键数：
  28
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman 在 palladium dihydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 以75%的产率得到(2R,3R,4R)-2-(4-hydroxyphenyl)-7-hydroxy-4-(2,4,6-trihydroxy-3-(dodecanoyl)phenyl)chromane
  参考文献：
  名称：

  (+)-Myristinin A, a Naturally Occurring DNA Polymerase β Inhibitor and Potent DNA-Damaging Agent

  摘要：

  The first stereoselective total synthesis of the naturally occurring flavan myristinin A has been accomplished, as well as its biochemical evaluation. This synthesis verified the structural assignment and allowed for the determination of the absolute stereochemistry. Myristinin A exhibits biochemical activity both as a potent DNA-damaging agent and DNA polymerase beta inhibitor. Relaxation of supercoiled plasmid DNA was observed at picomolar concentrations, in addition to inhibition of polymerase beta at low micromolar concentrations.

  DOI：

  10.1021/ja042727j
• 作为产物：
  描述：

  (2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman-3-ol 在 偶氮二异丁腈 4-二甲氨基吡啶 、 phenyl trichloroformate 、 三正丁基氢锡 作用下， 以 乙腈 、 甲苯 为溶剂， 反应 14.0h， 以65%的产率得到(2R,3R,4R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2,4,6-tribenzyloxy-3-(dodecanoyl)phenyl)chroman
  参考文献：
  名称：

  (+)-Myristinin A, a Naturally Occurring DNA Polymerase β Inhibitor and Potent DNA-Damaging Agent

  摘要：

  The first stereoselective total synthesis of the naturally occurring flavan myristinin A has been accomplished, as well as its biochemical evaluation. This synthesis verified the structural assignment and allowed for the determination of the absolute stereochemistry. Myristinin A exhibits biochemical activity both as a potent DNA-damaging agent and DNA polymerase beta inhibitor. Relaxation of supercoiled plasmid DNA was observed at picomolar concentrations, in addition to inhibition of polymerase beta at low micromolar concentrations.

  DOI：

  10.1021/ja042727j