4-benzhydryl-2-phenyloxazol-5(4H)-one | 97015-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-benzhydryl-2-phenyloxazol-5(4H)-one
• 英文别名: 2-Phenyl-4-benzhydryl5(4H)-oxazolon；4-benzhydryl-2-phenyl-4H-oxazol-5-one；4-Benzhydryl-2-phenyl-4H-oxazol-5-on；4-benzhydryl-2-phenyl-4H-1,3-oxazol-5-one
• CAS: 97015-54-8
• 化学式: C₂₂H₁₇NO₂
• 分子量: 327.382
• InChiKey: OJUSGCXHNZFWAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-benzhydryl-2-phenyloxazol-5(4H)-one 在 三乙胺 、 硫代乙酸 作用下， 生成 4-benzhydryl-2-phenyl-4H-thiazol-5-one
  参考文献：
  名称：

  New Aspects of the Chemistry of 5-Thiazolones

  摘要：

  DOI：

  10.1021/jo01057a536
• 作为产物：
  描述：

  d,l-N-Benzoyl-β,β-diphenyl-alanin 在 sodium acetate 作用下， 以 乙酸酐 为溶剂， 生成 4-benzhydryl-2-phenyloxazol-5(4H)-one
  参考文献：
  名称：

  Action of Grignard Reagents. XXII. Action of Organomagnesium Compounds on 2-Mercapto-4-arylidene-5-thiazolidones and on 4-Arylidene-2,5-thiazolidinediones. Reaction of 2-Mercapto-4-benzylidene-5-thiazolidone with Diazomethane

  摘要：

  DOI：

  10.1021/jo01065a021

文献信息

• Geometric Isomers of 2-Aryl(Aralkyl)-4-arylidene(alkylidene)-5(4<i>H</i>)-oxazolones
  作者：Y. Shyamsunder RAO、Robert FILLER

  DOI：10.1055/s-1975-23919

  日期：——

  The chemistry of geometric isomers of 4-arylidene(alkylidene)-5(4H)-oxazolones with reference to methods for their preparation, their physical and chemical properties, and configurational assignments is discussed. 1. Scope of the Review 2. Introduction 3. Methods of Preparation of Geometric Isomers 4. Mechanism of Isomerization 5. Differences in Isomer Properties 5.1. Physical Properties 5.2. Chemical Properties 6. Structure Proof by Degradation 7. Configuration of Geometric Isomers 8. Note added in Proof

  讨论了4-芳基亚烯基-5(4H)-噁唑酮几何异构体的化学，涉及其制备方法、物理和化学性质以及构型分配。 1. 综述范围 2. 引言 3. 几何异构体的制备方法 4. 异构化机制 5. 异构体性质的差异 5.1. 物理性质 5.2. 化学性质 6. 通过降解证明结构 7. 几何异构体的构型 8. 证明中的附注
• Peptide-Catalyzed Conversion of Racemic Oxazol-5(4<i>H</i>)-ones into Enantiomerically Enriched α-Amino Acid Derivatives
  作者：Anthony J. Metrano、Scott J. Miller

  DOI：10.1021/jo402828f

  日期：2014.2.21

  We report the development and optimization of a tetrapeptide that catalyzes the methanolytic dynamic kinetic resolution of oxazol-5(4H)-ones (azlactones) with high levels of enantioinduction. Oxazolones possessing benzylic-type substituents were found to perform better than others, providing methyl ester products in 88:12 to 98:2 er. The mechanism of this peptide-catalyzed process was investigated through truncation studies and competition experiments. High-field NOESY analysis was performed to elucidate the solution-phase structure of the peptide, and we present a plausible model for catalysis.
• Chemistry of Lactones. VI. Reaction of Unsaturated Azlactones under Friedel-Crafts Conditions^1,2
  作者：Robert Filler、Y. Shyamsunder Rao

  DOI：10.1021/jo01054a029

  日期：1962.7
• Conjugate Addition of Aryl Grignard Reagents to Unsaturated Azlactones in the Presence of Cuprous and Cobaltous Chlorides¹
  作者：Robert Filler、Y. Shyamsunder Rao

  DOI：10.1021/jo01056a527

  日期：1962.9
• Notes - Chemistry of Lactones. II. Reaction of 2-Phenyl-4-benzylidene-5(4H)oxazolone with Benzene under Friedel-Crafts Conditions
  作者：Robert Filler、Lourdes Hebron

  DOI：10.1021/jo01105a629

  日期：1958.11