[5-(5-Hydroxy-4-oxo-7-phenylmethoxychromen-2-yl)-2-methoxyphenyl] 4-methylbenzenesulfonate | 1217077-59-2

• 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: [5-(5-Hydroxy-4-oxo-7-phenylmethoxychromen-2-yl)-2-methoxyphenyl] 4-methylbenzenesulfonate
• 英文别名: [5-(5-hydroxy-4-oxo-7-phenylmethoxychromen-2-yl)-2-methoxyphenyl] 4-methylbenzenesulfonate
• CAS: 1217077-59-2
• 化学式: C₃₀H₂₄O₈S
• 分子量: 544.582
• InChiKey: DPYQAZUKZVSGSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [5-(5-Hydroxy-4-oxo-7-phenylmethoxychromen-2-yl)-2-methoxyphenyl] 4-methylbenzenesulfonate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以94%的产率得到3'-tosyldiosmetin
  参考文献：
  名称：

  Unexpected B-ring regioselective di-nitration of diosmetin, a Citrus flavonoid

  摘要：

  Nitration in position C-8 of diosmetin, an easily available citroflavonoid, was studied in order to gain access to original analogs. The one-step nitration proved impossible, as mono or di-nitration on C-2' and C-6' positions on the lateral B ring of the molecule was exclusively observed. This surprisingly straightforward di-nitration of ring B, showing a lack of reactivity of ring A despite its high activation, has never been mentioned to date. Nitration in position C-8 was therefore performed in five steps, requiring selective deactivation of ring B. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.062
• 作为产物：
  描述：

  对甲苯磺酰氯 、 7-benzyldiosmetin 在 吡啶 作用下， 反应 1.0h， 以93%的产率得到[5-(5-Hydroxy-4-oxo-7-phenylmethoxychromen-2-yl)-2-methoxyphenyl] 4-methylbenzenesulfonate
  参考文献：
  名称：

  Unexpected B-ring regioselective di-nitration of diosmetin, a Citrus flavonoid

  摘要：

  Nitration in position C-8 of diosmetin, an easily available citroflavonoid, was studied in order to gain access to original analogs. The one-step nitration proved impossible, as mono or di-nitration on C-2' and C-6' positions on the lateral B ring of the molecule was exclusively observed. This surprisingly straightforward di-nitration of ring B, showing a lack of reactivity of ring A despite its high activation, has never been mentioned to date. Nitration in position C-8 was therefore performed in five steps, requiring selective deactivation of ring B. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.062