7-Bromo-2,2-dimethyl-4-p-tolyl-2H-benzo[g]chromene | 247599-79-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 7-Bromo-2,2-dimethyl-4-p-tolyl-2H-benzo[g]chromene
• 英文别名: 7-Bromo-2,2-dimethyl-4-(4-methylphenyl)benzo[g]chromene
• CAS: 247599-79-7
• 化学式: C₂₂H₁₉BrO
• 分子量: 379.296
• InChiKey: QFSVVTBBWPQWSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-Bromo-2,2-dimethyl-4-p-tolyl-2H-benzo[g]chromene 在 氢氧化钾 、 四(三苯基膦)钯 、 硼酸三甲酯 、 叔丁基锂 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 4-(2,2-Dimethyl-4-p-tolyl-2H-benzo[g]chromen-7-yl)-benzoic acid
  参考文献：
  名称：

  A short and efficient synthesis of 4-[2,2-dimethyl-4(tol-4-yl)benzochrom-3-en-7-yl]benzoic acid - a potent retinoic acid receptor antagonist

  摘要：

  An efficient synthesis of a potent RAR antagonist is described starting from disubstituted beta-naphthol. The functional groups on 2 and 3 positions of the beta-naphthol 5 were elaborated into benzochromanone 8. The title compound was prepared by Suzuki coupling of the left and right hand pieces. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00180-8
• 作为产物：
  描述：

  methyl 7-bromo-3-methoxy-2-naphthoate 在 氢氧化钾 、 三溴化硼 、 piperidinium trifluoroacetate 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 苯 为溶剂， 反应 74.0h， 生成 7-Bromo-2,2-dimethyl-4-p-tolyl-2H-benzo[g]chromene
  参考文献：
  名称：

  A short and efficient synthesis of 4-[2,2-dimethyl-4(tol-4-yl)benzochrom-3-en-7-yl]benzoic acid - a potent retinoic acid receptor antagonist

  摘要：

  An efficient synthesis of a potent RAR antagonist is described starting from disubstituted beta-naphthol. The functional groups on 2 and 3 positions of the beta-naphthol 5 were elaborated into benzochromanone 8. The title compound was prepared by Suzuki coupling of the left and right hand pieces. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00180-8

文献信息

• A short and efficient synthesis of 4-[2,2-dimethyl-4(tol-4-yl)benzochrom-3-en-7-yl]benzoic acid - a potent retinoic acid receptor antagonist
  作者：Vidyasagar Vuligonda、Roshantha A.S. Chandraratna

  DOI：10.1016/s0960-894x(99)00180-8

  日期：1999.8

  An efficient synthesis of a potent RAR antagonist is described starting from disubstituted beta-naphthol. The functional groups on 2 and 3 positions of the beta-naphthol 5 were elaborated into benzochromanone 8. The title compound was prepared by Suzuki coupling of the left and right hand pieces. (C) 1999 Elsevier Science Ltd. All rights reserved.