6-bromo-3-chloro-2,4-bis(methoxymethoxy)anisole | 1449247-13-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-bromo-3-chloro-2,4-bis(methoxymethoxy)anisole
• 英文别名: 1-Bromo-4-chloro-2-methoxy-3,5-bis(methoxymethoxy)benzene；1-bromo-4-chloro-2-methoxy-3,5-bis(methoxymethoxy)benzene
• CAS: 1449247-13-5
• 化学式: C₁₁H₁₄BrClO₅
• 分子量: 341.586
• InChiKey: LKJHOCUTERTGCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-bromo-3-chloro-2,4-bis(methoxymethoxy)anisole 在 potassium phosphate 、 palladium diacetate 、 sodium hydroxide 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 甲苯 为溶剂， 反应 7.0h， 生成 2’-methoxy-4,3’,5’,3”,4”-pentakis-(methoxymethoxy)-p-terphenyl
  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
• 作为产物：
  描述：

  2,4二羟基-3-氯苯甲醛 在 吡啶 、 pyridinium hydrobromide perbromide 、 potassium carbonate 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 30.5h， 生成 6-bromo-3-chloro-2,4-bis(methoxymethoxy)anisole
  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.