3-(3-methoxy-phenyl)-propane-1,2-diol | 17131-19-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(3-methoxy-phenyl)-propane-1,2-diol
• 英文别名: 3-(3-Methoxyphenyl)propane-1,2-diol
• CAS: 17131-19-0
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: XBCKMFFDKSHIET-UHFFFAOYSA-N

物化性质

• 沸点：
  356.3±27.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-methoxy-phenyl)-propane-1,2-diol 在 吡啶 、 盐酸 、 水 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 29.0h， 生成 4-(2-bromo-5-methoxy-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
• 作为产物：
  描述：

  3-(3-甲氧基苯基)-1-丙烯 在 四氧化锇 、 水 、 N-甲基吗啉氧化物 作用下， 以 丙酮 、 叔丁醇 为溶剂， 反应 24.0h， 以91%的产率得到3-(3-methoxy-phenyl)-propane-1,2-diol
  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。
• DEPSIPEPTIDE DERIVATIVE, PRODUCTION THEREOF AND USE THEREOF
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0634408A1

  公开（公告）日：1995-01-18

  A compound represented by general formula (I) or a salt thereof, excellent in parasiticidal activity as an enthelmintic for animal and man, wherein A represents benzyl which is appropriately substituted or phenyl which may be appropriately substituted; Aa represents benzyl or phenyl each of which may be appropriately substituted; B and D represent each lower alkyl; and C represents hydrogen or lower alkyl.

  通式（I）所代表的化合物或其盐，作为动物和人的驱虫药，具有优异的杀寄生虫活性，其中 A 代表被适当取代的苄基或可被适当取代的苯基；Aa 代表苄基或苯基，其中每个都可被适当取代；B 和 D 分别代表低级烷基；C 代表氢或低级烷基。
• US5514773A
  申请人：——

  公开号：US5514773A

  公开（公告）日：1996-05-07
• 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.
• Palladium-Catalyzed <i>meta</i>-C–H Olefination of Arene-Tethered Diols Directed by Well-Designed Pyrimidine-Based Group
  作者：Siqiang Fang、Xiaobing Wang、Fucheng Yin、Pei Cai、Huali Yang、Lingyi Kong

  DOI：10.1021/acs.orglett.9b00433

  日期：2019.3.15

  The palladium-catalyzed meta-olefination of arene-tethered diols attached to a well-designed pyrimidine moiety is presented. Applications of the protocol are illustrated by the synthesis of various diol-based natural products, such as coumarins, phenylpropanoids, stilbenes, and chalcones. Advantages of this method are demonstrated through the easy removal of the template and a gram-scale olefination reaction. Finally, experimental verification, including H-1 NMR, ESI-MS and IR, and DFT studies are undertaken to elucidate the mechanistic complexity.