Hex-4-ynoyl chloride | 51578-01-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: Hex-4-ynoyl chloride
• CAS: 51578-01-9
• 化学式: C₆H₇ClO
• 分子量: 130.574
• InChiKey: NPTIHSWFBKGXCT-UHFFFAOYSA-N

物化性质

• 沸点：
  170.9±23.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Hex-4-ynoyl chloride 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 3-amino-2-(pent-3-yn-1yl)quinazolin-4(3H)-one
  参考文献：
  名称：

  Atkinson, Robert S.; Grimshire, Michael J., Journal of the Chemical Society. Perkin transactions I, 1986, p. 1215 - 1224

  摘要：

  DOI：
• 作为产物：
  描述：

  but-2-ynyl-malonic acid 在 氯化亚砜 作用下， 生成 Hex-4-ynoyl chloride
  参考文献：
  名称：

  Atkinson, Robert S.; Grimshire, Michael J., Journal of the Chemical Society. Perkin transactions I, 1986, p. 1215 - 1224

  摘要：

  DOI：

文献信息

• Manganese(iii)-mediated radical cyclisations for the (Z)-selective synthesis of exo-alkylidene pyrrolidinones and pyrrolidines
  作者：Harriet A. Keane、Wilfried Hess、Jonathan W. Burton

  DOI：10.1039/c2cc32382f

  日期：——

  The cyclisation of alkynyl amido- and amino-malonates in the presence of manganese(III) acetate gives exo-alkylidene pyrrolidinones and pyrrolidines with a preference for the (Z)-alkene product isomer.

  在乙酸锰（III）存在下，炔基酰胺基和氨基丙二酸酯的环化得到外亚烷基吡咯烷酮和吡咯烷，优选（Z）-烯烃产物异构体。
• [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。
• Intramolecular Carboxyamidation of Alkyne‐Tethered <i>O</i>‐Acylhydroxamates through Formation of Fe(III)‐Nitrenoids
  作者：Siyuan Su、Yu Zhang、Peng Liu、Donald J. Wink、Daesung Lee

  DOI：10.1002/chem.202303428

  日期：2024.1.26

  induced spontaneous or 4-(dimethylamino)pyridine-catalyzed O→O or O→N acyl group migration can generate a wide variety of N,O-containing heterocycles. DFT study suggests the Fe-nitrenoid intermediate preferentially reacts in a radical manifold to mediates a stepwise C−N/C−O bond formation rather than a concerted [3+2] cycloaddition mechanism.

  Zip and shift : 炔烃束缚的O-酰基异羟肟酸酯的分子内羧酰胺化，然后是热诱导自发或4-(二甲氨基)吡啶催化的O→O或O→N酰基迁移，可以生成多种含N 、 O的杂环。 DFT 研究表明，Fe-氮烯类中间体优先在自由基流形中反应，介导逐步的 C−N/C−O 键形成，而不是协调一致的 [3+2] 环加成机制。
• Methods for producing beraprost and its derivatives
  申请人：Lung Biotechnology PBC

  公开号：US10005753B2

  公开（公告）日：2018-06-26

  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.

  本发明涉及贝前列素的制备方法和贝前列素的新型合成中间体。一方面，本发明提供了一种通过自由基环化途径生产通式（I）所代表的药物化合物的工艺。与已知的合成方法相比，该工艺只需较少的步骤即可完成，并可用于制备商业上有用的数量。另一方面，提供了生产贝前列素及其衍生物的合成方法，该方法具有立体选择性、高效性、可扩展性和经济性。在另一个方面，通过上述工艺可以生产出基本上同分异构的纯化合物和中间体。
• Methods for producing Beraprost and its derivatives
  申请人：Lung Biotechnology PBC

  公开号：US10246430B2

  公开（公告）日：2019-04-02

  The present invention is directed to methods for preparing Beraprost and novel synthetic intermediates for Beraprost.

  本发明涉及贝前列素的制备方法和贝前列素的新型合成中间体。