2,2'-dibromo-5-methyl-1,1'-biphenyl-4-ol 4-methylbenzenesulfonate ester | 1025389-25-6

• 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: 2,2'-dibromo-5-methyl-1,1'-biphenyl-4-ol 4-methylbenzenesulfonate ester
• 英文别名: [5-Bromo-4-(2-bromophenyl)-2-methylphenyl] 4-methylbenzenesulfonate
• CAS: 1025389-25-6
• 化学式: C₂₀H₁₆Br₂O₃S
• 分子量: 496.219
• InChiKey: QQJBXTGSCJHJLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2'-dibromo-5-methyl-1,1'-biphenyl-4-ol 4-methylbenzenesulfonate ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以100%的产率得到2,2'-dibromo-5-methyl-1,1'-biphenyl-4-ol
  参考文献：
  名称：

  Total Synthesis of (±)-Murrayazoline

  摘要：

  The total synthesis of (+/-)-murrayazoline (1) is described. The characteristic hexa-heterocyclic structure of 1 was constructed by a combination of the intramolecular Friedel-Crafts-type Michael addition and Pd-catalyzed C-O coupling reactions. The N-substituted carbazole component was synthesized in one pot by the double N-arylation of a sterically hindered amine with a dibromobiphenyl derivative.

  DOI：

  10.1021/ol800602v
• 作为产物：
  描述：

  2-amino-2'-bromo-5-methyl-1,1'-biphenyl-4-ol 4-methylbenzenesulfonate ester 在 sodium nitrite 、 氢溴酸 、 copper(I) bromide 作用下， 以 硫酸 、 溶剂黄146 、 水 为溶剂， 反应 4.0h， 以92%的产率得到2,2'-dibromo-5-methyl-1,1'-biphenyl-4-ol 4-methylbenzenesulfonate ester
  参考文献：
  名称：

  Total Synthesis of (±)-Murrayazoline

  摘要：

  The total synthesis of (+/-)-murrayazoline (1) is described. The characteristic hexa-heterocyclic structure of 1 was constructed by a combination of the intramolecular Friedel-Crafts-type Michael addition and Pd-catalyzed C-O coupling reactions. The N-substituted carbazole component was synthesized in one pot by the double N-arylation of a sterically hindered amine with a dibromobiphenyl derivative.

  DOI：

  10.1021/ol800602v

文献信息

• Total Synthesis of (±)-Murrayazoline
  作者：Akiko Ueno、Takafumi Kitawaki、Noritaka Chida

  DOI：10.1021/ol800602v

  日期：2008.5.1

  The total synthesis of (+/-)-murrayazoline (1) is described. The characteristic hexa-heterocyclic structure of 1 was constructed by a combination of the intramolecular Friedel-Crafts-type Michael addition and Pd-catalyzed C-O coupling reactions. The N-substituted carbazole component was synthesized in one pot by the double N-arylation of a sterically hindered amine with a dibromobiphenyl derivative.