4-(2-Benzyloxy-phenyl)-4-oxo-butyraldehyde | 856438-60-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(2-Benzyloxy-phenyl)-4-oxo-butyraldehyde
• 英文别名: 4-(2-(benzyloxy)phenyl)-4-oxobutanal
• CAS: 856438-60-3
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: AMRSBHHDPRWCNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(2-Benzyloxy-phenyl)-4-oxo-butyraldehyde 在 乙酸铵 、 氨 、 sodium 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 2-(2-hydroxyphenyl)-1H-pyrrole
  参考文献：
  名称：

  A Re(V)-Catalyzed C−N Bond-Forming Route to Human Lipoxygenase Inhibitors

  摘要：

  A regioselective synthesis of propargylamines by the coupling of propargyl alcohols with tosylamines and carbamates catalyzed by an air and moisture-tolerant rhenium-oxo complex is described. The ability to couple functionalized components allows for convergent approaches to nitrogen-containing heterocyclic compounds such as the marine antibiotic pentabromopseudilin. These compounds were assayed against human lipoxygenase and found to be both potent and selective.

  DOI：

  10.1021/ol050897a
• 作为产物：
  描述：

  2-苄氧基苯甲醛 在 oil scarlet 、 臭氧 、 magnesium 、 1,2-二溴乙烷 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 4-(2-Benzyloxy-phenyl)-4-oxo-butyraldehyde
  参考文献：
  名称：

  A Re(V)-Catalyzed C−N Bond-Forming Route to Human Lipoxygenase Inhibitors

  摘要：

  A regioselective synthesis of propargylamines by the coupling of propargyl alcohols with tosylamines and carbamates catalyzed by an air and moisture-tolerant rhenium-oxo complex is described. The ability to couple functionalized components allows for convergent approaches to nitrogen-containing heterocyclic compounds such as the marine antibiotic pentabromopseudilin. These compounds were assayed against human lipoxygenase and found to be both potent and selective.

  DOI：

  10.1021/ol050897a

文献信息

• Visible-Light Photocatalytic Preparation of 1,4-Ketoaldehydes and 1,4-Diketones from α-Bromoketones and Alkyl Enol Ethers
  作者：William H. García-Santos、Jeferson B. Mateus-Ruiz、Alejandro Cordero-Vargas

  DOI：10.1021/acs.orglett.9b01275

  日期：2019.6.7

  A Ru2+-photocatalyzed, visible-light-mediated ATRA reaction for the straightforward preparation of 1,4-ketoaldehydes, 1,4-diketones, and 1,4-ketoesters, which are of difficult access by other means, is reported herein. This method employs readily accessible α-bromoketones and alkyl vinyl ethers as starting materials, allowing the construction of secondary, tertiary, and challenging quaternary centers

  本文报道了Ru 2+光催化的可见光介导的ATRA反应，用于直接制备难以通过其他方式获得的1,4-酮醛，1,4-二酮和1,4-酮酸酯。 。该方法采用易于获得的α-溴代酮和烷基乙烯基醚作为起始原料，从而可以构建仲，叔和具有挑战性的季中心。另外，通过将该方法应用于取代的吡咯的构造来说明该方法的合成有用性。