5'-O-desmethylterphenyllin | 1299485-87-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5'-O-desmethylterphenyllin
• 英文别名: 6'-O-desmethylterphenyllin；5'-desmethylterphenyllin；2,5-bis(4-hydroxyphenyl)-4-methoxybenzene-1,3-diol
• CAS: 1299485-87-2
• 化学式: C₁₉H₁₆O₅
• 分子量: 324.333
• InChiKey: ZMEOGHAIJYBVMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,4二羟基-3-氯苯甲醛 在 2-双环己基膦-2',6'-二甲氧基联苯 、 吡啶 、 盐酸 、 pyridinium hydrobromide perbromide 、 palladium diacetate 、 potassium carbonate 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 为溶剂， 反应 40.5h， 生成 5'-O-desmethylterphenyllin
  参考文献：
  名称：

  Syntheses of 5′-O-desmethylterphenyllin and related p-terphenyls and their inhibitory activity of TNF-α release from RBL-2H3 cells

  摘要：

  The first total syntheses of 5'-O-desmethylterphenyllin and three related p-terphenyls have been achieved. The methodology features a Suzuki-Miyaura coupling reaction with a hindered aryl chloride as the key step. Two of the four synthesized 5'-O-desmethylterphenyllins exhibit moderate TNF-alpha release-inhibitory activity toward RBL-2H3 cells. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.062

文献信息

• Syntheses of 5′-O-desmethylterphenyllin and related p-terphenyls and their inhibitory activity of TNF-α release from RBL-2H3 cells
  作者：Arata Yajima、Shota Urao、Yasukiyo Yoshioka、Naoki Abe、Ryo Katsuta、Tomoo Nukada

  DOI：10.1016/j.tetlet.2013.07.062

  日期：2013.9

  The first total syntheses of 5'-O-desmethylterphenyllin and three related p-terphenyls have been achieved. The methodology features a Suzuki-Miyaura coupling reaction with a hindered aryl chloride as the key step. Two of the four synthesized 5'-O-desmethylterphenyllins exhibit moderate TNF-alpha release-inhibitory activity toward RBL-2H3 cells. (C) 2013 Elsevier Ltd. All rights reserved.