4-(2-bromo-5-hydroxy-benzyl)-[1,3]dioxolan-2-one | 1355484-33-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(2-bromo-5-hydroxy-benzyl)-[1,3]dioxolan-2-one
• 英文别名: 4-[(2-Bromo-5-hydroxyphenyl)methyl]-1,3-dioxolan-2-one；4-[(2-bromo-5-hydroxyphenyl)methyl]-1,3-dioxolan-2-one
• CAS: 1355484-33-1
• 化学式: C₁₀H₉BrO₄
• 分子量: 273.083
• InChiKey: BWCADSNPEHNZLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-bromo-5-hydroxy-benzyl)-[1,3]dioxolan-2-one 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 、 potassium carbonate 、 对甲苯磺酸 、 三乙胺 作用下， 以 甲醇 、 乙二醇二甲醚 、 二氯甲烷 、 丙酮 为溶剂， 反应 7.0h， 生成 methanesulfonic acid 4'-allyloxy-2-(2-oxo-[1,3]dioxolan-4-ylmethyl)-biphenyl-4-yl ester
  参考文献：
  名称：

  An expedient synthesis of honokiol and its analogues as potential neuropreventive agents

  摘要：

  An efficient synthesis of honokiol with Suzuki-Miyaura cross coupling obtained an overall yield of 45%. The proposed approach successfully synthesized several structurally similar alkyl, alkenyl and alkynyl analogues, seven of which showed potential neuropreventive activity against MPP+-induced and CHP/TBHP oxidative stress induced neuroblastoma cell death. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.030
• 作为产物：
  描述：

  3-(3-甲氧基苯基)-1-丙烯 在 吡啶 、 盐酸 、 四氧化锇 、 水 、 三溴化硼 、 对甲苯磺酸 、 N-甲基吗啉氧化物 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 93.0h， 生成 4-(2-bromo-5-hydroxy-benzyl)-[1,3]dioxolan-2-one
  参考文献：
  名称：

  An expedient synthesis of honokiol and its analogues as potential neuropreventive agents

  摘要：

  An efficient synthesis of honokiol with Suzuki-Miyaura cross coupling obtained an overall yield of 45%. The proposed approach successfully synthesized several structurally similar alkyl, alkenyl and alkynyl analogues, seven of which showed potential neuropreventive activity against MPP+-induced and CHP/TBHP oxidative stress induced neuroblastoma cell death. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.030

文献信息

• An expedient synthesis of honokiol and its analogues as potential neuropreventive agents
  作者：Subhankar Tripathi、Ming-Huan Chan、Chinpiao Chen

  DOI：10.1016/j.bmcl.2011.11.030

  日期：2012.1

  An efficient synthesis of honokiol with Suzuki-Miyaura cross coupling obtained an overall yield of 45%. The proposed approach successfully synthesized several structurally similar alkyl, alkenyl and alkynyl analogues, seven of which showed potential neuropreventive activity against MPP+-induced and CHP/TBHP oxidative stress induced neuroblastoma cell death. (C) 2011 Elsevier Ltd. All rights reserved.