2-bromo-4-chloro-5-methoxy-3-methylphenol | 1233953-53-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-bromo-4-chloro-5-methoxy-3-methylphenol
• CAS: 1233953-53-1
• 化学式: C₈H₈BrClO₂
• 分子量: 251.507
• InChiKey: HLAWGRODHFEXDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-methoxy-2,2,-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d][1,3]dioxin-4-one 、 2-bromo-4-chloro-5-methoxy-3-methylphenol 在 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 以72%的产率得到2-chloro-7-hydroxy-3,9-dimethoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one
  参考文献：
  名称：

  Total synthesis of graphislactone G

  摘要：

  We present a total synthesis of the fungal natural product graphislactone G, a chlorinated resorcylic lactone. The key step is a Suzuki coupling used for the construction of the central biaryl bond. Graphislactone G was prepared in 13 steps with 22% yield starting with orcinol and phloroglucinic acid, where the longest linear sequence consists of nine steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.024
• 作为产物：
  描述：

  2-chloro-5-hydroxy-3-methoxytoluene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 30.0h， 以92%的产率得到2-bromo-4-chloro-5-methoxy-3-methylphenol
  参考文献：
  名称：

  Total synthesis of graphislactone G

  摘要：

  We present a total synthesis of the fungal natural product graphislactone G, a chlorinated resorcylic lactone. The key step is a Suzuki coupling used for the construction of the central biaryl bond. Graphislactone G was prepared in 13 steps with 22% yield starting with orcinol and phloroglucinic acid, where the longest linear sequence consists of nine steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.024

文献信息

• Total synthesis of graphislactone G
  作者：Judith Cudaj、Joachim Podlech

  DOI：10.1016/j.tetlet.2010.04.024

  日期：2010.6

  We present a total synthesis of the fungal natural product graphislactone G, a chlorinated resorcylic lactone. The key step is a Suzuki coupling used for the construction of the central biaryl bond. Graphislactone G was prepared in 13 steps with 22% yield starting with orcinol and phloroglucinic acid, where the longest linear sequence consists of nine steps. (C) 2010 Elsevier Ltd. All rights reserved.