4-(3'-allyl-6,4'-dihydroxy-biphenyl-3-ylmethyl)-[1,3]dioxolan-2-one | 1355484-07-9

• 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: 4-(3'-allyl-6,4'-dihydroxy-biphenyl-3-ylmethyl)-[1,3]dioxolan-2-one
• 英文别名: 4-[[4-Hydroxy-3-(4-hydroxy-3-prop-2-enylphenyl)phenyl]methyl]-1,3-dioxolan-2-one；4-[[4-hydroxy-3-(4-hydroxy-3-prop-2-enylphenyl)phenyl]methyl]-1,3-dioxolan-2-one
• CAS: 1355484-07-9
• 化学式: C₁₉H₁₈O₅
• 分子量: 326.349
• InChiKey: LPQTWEKGUOGQBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(3'-allyl-6,4'-dihydroxy-biphenyl-3-ylmethyl)-[1,3]dioxolan-2-one 在 sodium periodate 、 四溴化碳 、 sodium hydride 、 potassium carbonate 、 三苯基膦 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 4.5h， 生成 3'-allyl-5-(3,3-dibromoallyl)-2,4'-bis(methoxymethoxy)-1,1'-biphenyl
  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：

  4-(4'-allyloxy-6-methoxy-biphenyl-3-ylmethyl)-[1,3]dioxolan-2-one 在 氯化二乙基铝 、 三溴化硼 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 2.42h， 生成 4-(3'-allyl-6,4'-dihydroxy-biphenyl-3-ylmethyl)-[1,3]dioxolan-2-one
  参考文献：
  名称：

  METHOD OF PRODUCING BIPHENOLIC COMPOUND, NOVEL BIPHENYL COMPOUND AND SYNTHESIS METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR TREATING PARKINSON'S DISEASE

  摘要：

  本发明公开了一种生产厚朴酚及其类似物的方法，以及由此制备的新颖中间体。还公开了一种用于治疗帕金森病的药物组合物，该组合物包含厚朴酚和/或其类似物。

  公开号：

  US20130303788A1

文献信息

• METHOD OF PRODUCING BIPHENOLIC COMPOUND, NOVEL BIPHENYL COMPOUND AND SYNTHESIS METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR TREATING PARKINSON'S DISEASE
  申请人：Chan Ming-Huan

  公开号：US20130303788A1

  公开（公告）日：2013-11-14

  A method of producing honokiol and analogues thereof, and novel intermediates prepared by virtue thereof are disclosed herein. A pharmaceutical composition for treating Parkinson's disease, which contains honokiol and/or the analogues thereof, is also disclosed herein.

  本发明公开了一种生产厚朴酚及其类似物的方法，以及由此制备的新颖中间体。还公开了一种用于治疗帕金森病的药物组合物，该组合物包含厚朴酚和/或其类似物。
• 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.