Ethyl 4-(2-hydroxy-3-iodophenyl)butanoate | 136838-42-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Ethyl 4-(2-hydroxy-3-iodophenyl)butanoate
• CAS: 136838-42-1
• 化学式: C₁₂H₁₅IO₃
• 分子量: 334.154
• InChiKey: CMSFYZMPJYQZKK-UHFFFAOYSA-N

物化性质

• 沸点：
  345.8±37.0 °C(Predicted)
• 密度：
  1.574±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 4-(2-hydroxy-3-iodophenyl)butanoate 在 四(三苯基膦)钯 、 偶氮二异丁腈 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 12.0h， 生成 ethyl 4-[(1R,2R,3aS,8bS)-2-hydroxy-1-[(E)-3-oxooct-1-enyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoate
  参考文献：
  名称：

  Efficient free-radical and palladium-catalyzed tandem alkene insertions: a new approach to benzoprostacyclins

  摘要：

  Several stereoisomeric benzoprostacyclins are readily available from a common intermediate (11) via free-radical and palladium-promoted tandem alkene insertion processes.

  DOI：

  10.1021/jo00022a002
• 作为产物：
  描述：

  1-allyloxy-2-iodobenzene 在 platinum(IV) oxide 咪唑 、 二甲基硫 、 四丁基氟化铵 、 氢气 、 甲基二氯化铝 、 臭氧 作用下， 生成 Ethyl 4-(2-hydroxy-3-iodophenyl)butanoate
  参考文献：
  名称：

  Efficient free-radical and palladium-catalyzed tandem alkene insertions: a new approach to benzoprostacyclins

  摘要：

  Several stereoisomeric benzoprostacyclins are readily available from a common intermediate (11) via free-radical and palladium-promoted tandem alkene insertion processes.

  DOI：

  10.1021/jo00022a002

文献信息

• [EN] METHODS FOR PRODUCING BERAPROST AND ITS DERIVATIVES<br/>[FR] PROCÉDÉS DE PRODUCTION DU BÉRAPROST ET SES DÉRIVÉS
  申请人：LUNG BIOTECHNOLOGY PBC

  公开号：WO2015179427A1

  公开（公告）日：2015-11-26

  The present invention is directed to methods for preparing Beraprost and novel synthetic intermediates for Beraprost. In one aspect, a process is provided to produce a pharmaceutical compound represented by the general Formula (I) via a radical cyclization route. The process is completed in fewer steps than the known synthetic methods and may be conducted to prepare commercially useful quantities. In another aspect, synthetic methods are provided for producing Beraprost and its derivatives,, which are stereoselective, efficient, scalable and economical. In another aspect, substantially isomerically pure compounds and intermediates are produced by the above processes.

  本发明涉及制备贝拉前列素（Beraprost）的方法以及贝拉前列素的新型合成中间体。在一个方面，提供了通过自由基环化路线生产一般式（I）代表的药物化合物的方法。该过程比已知的合成方法完成步骤更少，并可用于制备商业上有用的数量。在另一个方面，提供了用于生产贝拉前列素及其衍生物的合成方法，这些方法具有立体选择性，高效，可扩展和经济。在另一个方面，通过上述过程生产了基本异构纯化合物和中间体。
• METHODS FOR PRODUCING BERAPROST AND ITS DERIVATIVES
  申请人：Lung Biotechnology PBC

  公开号：US20170166545A1

  公开（公告）日：2017-06-15

  The present invention is directed to methods for preparing Beraprost and novel synthetic intermediates for Beraprost. In one aspect, a process is provided to produce a pharmaceutical compound represented by the general Formula (I) via a radical cyclization route. The process is completed in fewer steps than the known synthetic methods and may be conducted to prepare commercially useful quantities. In another aspect, synthetic methods are provided for producing Beraprost and its derivatives, which are stereoselective, efficient, scalable and economical. In another aspect, substantially isomerically pure compounds and intermediates are produced by the above processes.