3-hydroxy-1-(2-methoxyphenyl)-3-phenylpropan-1-one | 912345-64-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-hydroxy-1-(2-methoxyphenyl)-3-phenylpropan-1-one
• CAS: 912345-64-3
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: NNBWTCDTIDPHSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2'-Methoxy-chalkon-epoxid 在 甲酸 、 3-(aminocarbonyl)-1-benzylpyridinium bromide 、 三乙胺 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 16.0h， 以75%的产率得到3-hydroxy-1-(2-methoxyphenyl)-3-phenylpropan-1-one
  参考文献：
  名称：

  Biomimetic hydrogenation: a reusable NADH co-enzyme model for hydrogenation of α,β-epoxy ketones and 1,2-diketones

  摘要：

  A biomimetic method has been developed to transform alpha,beta-epoxy ketones or 1,2-diketones into corresponding beta-hydroxy ketones or alpha-hydroxy ketones using a catalytic amount of BNAH or BNA(+)Br(-). The regeneration of BNAH or BNA(+)Br(-) is achieved by a mixture of HCOOH/Et3N. A radical mechanism is proposed to explain these observations. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.047

文献信息

• Cascade Reaction by Chemo- and Biocatalytic Approaches to Obtain Chiral Hydroxy Ketones and <i>anti</i> 1,3-Diols
  作者：Raffaella Gandolfi、Giorgio Facchetti、Michael S. Christodoulou、Marco Fusè、Fiorella Meneghetti、Isabella Rimoldi

  DOI：10.1002/open.201800056

  日期：2018.5

  biocatalytic cascade approach was applied for the stereoselective synthesis of hydroxy ketones and the corresponding 1,3‐diols. A new class of tridentate N,N,O ligands was used with copper(II) complexes for the asymmetric β‐borylation of α,β‐unsaturated compounds. The complex containing ligand L5 emerged as the best performer, and it gave the organoborane derivatives with good ee values. The corresponding keto–alcohol

  化学和生物催化级联方法用于羟基酮和相应的1,3-二醇的立体选择性合成。一类新的三齿N，N，O配体与铜（II）配合物一起用于α，β-不饱和化合物的不对称β-硼化。含有配体L5的配合物表现出最好的表现，它使有机硼烷衍生物具有良好的ee值。相应的酮醇化合物随后被酵母生物还原。生物转化设置与深红酵母允许（[R ）酮醇和（小号，小号）-diols要与高达99％得到的 ee值和高达99％的 德赞成抗对映体。
• Development of N,N-bis(perfluoroalkanesulfonyl)squaramides as new strong Brønsted acids and their application to organic reactions
  作者：Cheol Hong Cheon、Hisashi Yamamoto

  DOI：10.1016/j.tet.2010.03.120

  日期：2010.6

  l groups have been developed and applied to several organic reactions. These squaramides are bench-stable and exhibit much higher reactivities in several organic reactions than squaric acid itself. N,N-Bis(trifluoromethanesulfonyl)squaramide 2a was applied to the Mukaiyama aldol reaction and Mukaiyama Michael reaction. Mechanistic studies revealed that the Brønsted acid might be the predominant catalyst

  已开发出一种新的强布朗斯台德酸，其衍生自带有不同全氟烷烃磺酰基基团的方酸骨架，并已应用于多种有机反应中。这些方酰胺是稳定的，并且在几种有机反应中显示出比方酸本身更高的反应性。将N，N-双（三氟甲磺酰基）方酰胺2a用于Mukaiyama aldol反应和Mukaiyama Michael反应。机理研究表明，布朗斯台德酸可能是通过酸本身而不是甲硅烷基化的布朗斯台德酸直接使羰基化合物质子化的主要催化剂。该酸2a的效用进一步扩展到细索-樱井烯丙基醛化和羰基-烯反应。此外，已经开发了具有更长的全氟烷基链的其他方酸酰胺2b和c，它们也是稳定的并且在几种有机反应中显示出与方酸酰胺2a类似的反应性。
• Biomimetic hydrogenation: a reusable NADH co-enzyme model for hydrogenation of α,β-epoxy ketones and 1,2-diketones
  作者：Qiang Huang、Ji-Wei Wu、Hua-Jian Xu

  DOI：10.1016/j.tetlet.2013.05.047

  日期：2013.7

  A biomimetic method has been developed to transform alpha,beta-epoxy ketones or 1,2-diketones into corresponding beta-hydroxy ketones or alpha-hydroxy ketones using a catalytic amount of BNAH or BNA(+)Br(-). The regeneration of BNAH or BNA(+)Br(-) is achieved by a mixture of HCOOH/Et3N. A radical mechanism is proposed to explain these observations. (C) 2013 Elsevier Ltd. All rights reserved.