ethyl 4'-hydroxy-3-methoxybiphenyl-2-yl carbonate | 1448158-53-9

• 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: ethyl 4'-hydroxy-3-methoxybiphenyl-2-yl carbonate
• CAS: 1448158-53-9
• 化学式: C₁₆H₁₆O₅
• 分子量: 288.3
• InChiKey: OHUUXGNZSILUBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  64.99
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  在 硫酸 作用下， 以 甲苯 为溶剂， 反应 22.17h， 生成 ethyl 4'-hydroxy-3-methoxybiphenyl-2-yl carbonate
  参考文献：
  名称：

  Diels-alder reactions with ethyl 1-benzofuran-3-carboxylates

  摘要：

  Substituted salicylaldehydes reacted with ethyl diazoacetate to give ethyl 1-benzofuran-3-carboxylates containing various substituents in the aromatic ring. The Diels-Alder reaction of these compounds with Danishefsky's diene was regioselective, and it provided an effective method for the construction of the heterocyclic skeleton of hexahydrodibenzo[b,d]furan-7-one or tetrahydrodibenzo[b,d]furan-7-one. The adducts were found to undergo rearrangement to substituted 4'-hydroxybiphenyl-2-yl methyl carbonates during column chromatography on silica gel.

  DOI：

  10.1134/s1070428013060134

文献信息

• A Nine-Step Formal Synthesis of (±)-Morphine
  作者：Julie Brousseau、Amandine Xolin、Louis Barriault

  DOI：10.1021/acs.orglett.9b00044

  日期：2019.3.1

  A nine-step stereoselective formal synthesis of (±)-morphine from readily available o-vanillin is presented. The carbocyclic structure of morphine was quickly assembled through an orchestration of the intermolecular Diels–Alder/Claisen/Friedel–Crafts sequential reaction. This approach involves many one-pot procedures and no protecting groups, and only a few chromatographic purifications are required

  提出了从容易获得的邻香兰素中（±）吗啡的九步立体选择性形式合成法。吗啡的碳环结构通过分子间Diels-Alder / Claisen / Friedel-Crafts顺序反应的编排快速组装。该方法涉及许多一锅法操作，并且没有保护基，并且仅需要进行几次色谱纯化。