(E)-4-phenyl-1-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]but-3-en-2-one | 1266085-01-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-4-phenyl-1-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]but-3-en-2-one
• CAS: 1266085-01-1
• 化学式: C₁₅H₁₈O₅
• 分子量: 278.305
• InChiKey: ZDUNFUCHZNVLOG-QAVTWMINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-4-phenyl-1-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]but-3-en-2-one 、 丙二腈 在 氧气 、 potassium carbonate 作用下， 以 水 为溶剂， 以74%的产率得到3-amino-5-[(β-D-xylopyranosyl)methyl]biphenyl-2,4-dicarbonitrile
  参考文献：
  名称：

  One pot protecting group free synthesis of multifunctional biphenyl methyl-C-β-d-glycosides in aqueous medium

  摘要：

  One pot synthesis of the butenonyl-C-beta-D-glycosides with malononitrile in the presence of K2CO3 in water under mild and green reaction conditions leading to the formation of small library of multifunctional biphenyl methyl-C-beta-D-glycosides in good yields has been reported. The reaction is equally applicable with the substrates having different glycosyl pyranoses and aromatic rings with different substituents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.067

文献信息

• Compositions and Methods for Reducing Enones to Saturated Alcohols
  申请人：YALE UNIVERSITY

  公开号：US20210163384A1

  公开（公告）日：2021-06-03

  The invention relates to novel, scalable synthetic routes that allow for direct reduction of enones to the corresponding saturated alcohols. The invention relates, in certain aspects, to synthetic routes that allow for the reduction of enones to the corresponding ketones. Such reactions take place under mild conditions, are compatible with a wide range of functional groups, and expand the repertoire of existing green chemistry methodology. In certain embodiments, the reactions are run in aqueous solvent.

  本发明涉及一种新颖的可扩展的合成路线，允许将烯酮直接还原为相应的饱和醇。本发明在某些方面涉及合成路线，允许将烯酮还原为相应的酮。这样的反应在温和条件下进行，与广泛的官能团兼容，并扩展了现有绿色化学方法的技术。在某些实施例中，反应在水溶剂中进行。