(S)-3-(4-methoxyphenyl)-4-nitrobutan-2-one | 1374758-66-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (S)-3-(4-methoxyphenyl)-4-nitrobutan-2-one
• 英文别名: (3S)-3-(4-methoxyphenyl)-4-nitrobutan-2-one
• CAS: 1374758-66-3
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: NZRBYUBAXFMMQR-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 氧气 、 甲氧苯胺 作用下， 以 甲苯 为溶剂， 20.0~50.0 ℃ 、1.01 MPa 条件下， 反应 49.0h， 以84%的产率得到(S)-3-(4-methoxyphenyl)-4-nitrobutan-2-one
  参考文献：
  名称：

  通过金属氧化免费简易Ç访问手性酮？O2对醛的C键裂解

  摘要：

  为金属提供引导：通过标题反应，可以在分子氧存在的情况下轻松地从手性α，α'-二取代醛中获得官能化的手性酮（请参见方案）。与c  C键裂解方法提供替代的或更好的相对于在合成的手性酮所用的典型的键形成战略的一个方法。

  DOI：

  10.1002/anie.201107473

文献信息

• [EN] METHOD OF PREPARING CHIRAL KETONES FROM ALDEHYDES<br/>[FR] PROCÉDÉ DE PRÉPARATION DE CÉTONES CHIRALES À PARTIR D'ALDÉHYDES
  申请人：UNIV NANYANG TECH

  公开号：WO2013095301A1

  公开（公告）日：2013-06-27

  Present invention relates to a method of preparing a chiral α- or β-substituted ketone from the corresponding β- or γ-substituted aldehyde, wherein the ketone has formula (I), (III) or (V), and the corresponding aldehyde has formula (II), (IV) or (VI), respectively, the method comprising reacting the aldehyde of formula (II), (IV) or (VI) in the presence of an amine, oxygen and an organic solvent, wherein the reaction is carried out in the absence of a metal-based catalyst or a metal-based oxidant, wherein: R is H, a substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C15 alkenyl, substituted or unsubstituted C2-C15 alkynyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C3-C15 cycloalkenyl, substituted or unsubstituted C3-C15 heterocycloalkyl, substituted or unsubstituted C3-C15 heterocycloalkenyl, substituted or unsubstituted C6-C15 aryl, or substituted or unsubstituted C6-C15 heteroaryl; and R' is H, a substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C15 alkenyl, substituted or unsubstituted C2-C15 alkynyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C3-C15 cycloalkenyl, substituted or unsubstituted C3-C15 heterocycloalkyl, substituted or unsubstituted C3-C15 heterocycloalkenyl, substituted or unsubstituted C6-C15 aryl, or substituted or unsubstituted C6-C15 heteroaryl.

  本发明涉及一种从相应的β-或γ-取代醛制备手性α-或β-取代酮的方法，其中酮具有式(I)、(III)或(V)，相应的醛具有式(II)、(IV)或(VI)，该方法包括在胺、氧和有机溶剂存在下反应式(II)、(IV)或(VI)的醛，其中反应在无金属催化剂或金属氧化剂存在下进行，其中：R为H、取代或未取代的C1-C10烷基、取代或未取代的C2-C15烯基、取代或未取代的C2-C15炔基、取代或未取代的C3-C15环烷基、取代或未取代的C3-C15环烯基、取代或未取代的C3-C15杂环烷基、取代或未取代的C3-C15杂环烯基、取代或未取代的C6-C15芳基或取代或未取代的C6-C15杂芳基；R'为H、取代或未取代的C1-C10烷基、取代或未取代的C2-C15烯基、取代或未取代的C2-C15炔基、取代或未取代的C3-C15环烷基、取代或未取代的C3-C15环烯基、取代或未取代的C3-C15杂环烷基、取代或未取代的C3-C15杂环烯基、取代或未取代的C6-C15芳基或取代或未取代的C6-C15杂芳基。
• METHOD OF PREPARING CHIRAL KETONES FROM ALDEHYDES
  申请人：Nanyang Technological University

  公开号：US20140309459A1

  公开（公告）日：2014-10-16

  Present invention relates to a method of preparing a chiral α- or β-substituted ketone from the corresponding β- or γ-substituted aldehyde, wherein the ketone has formula (I), (III) or (V), and the corresponding aldehyde has formula (II), (IV) or (VI), respectively, the method comprising reacting the aldehyde of formula (II), (IV) or (VI) in the presence of an amine, oxygen and an organic solvent, wherein the reaction is carried out in the absence of a metal-based catalyst or a metal-based oxidant, wherein: R is H, a substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 2 -C 15 alkenyl, substituted or unsubstituted C 2 -C 15 alkynyl, substituted or unsubstituted C 3 -C 15 cycloalkyl, substituted or unsubstituted C 3 -C 15 cycloalkenyl, substituted or unsubstituted C 3 -C 15 heterocycloalkyl, substituted or unsubstituted C 3 -C 15 heterocycloalkenyl, substituted or unsubstituted C 6 -C 15 aryl, or substituted or unsubstituted C 6 -C 15 heteroaryl; and R′ is H, a substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 2 -C 15 alkenyl, substituted or unsubstituted C 2 -C 15 alkynyl, substituted or unsubstituted C 3 -C 15 cycloalkyl, substituted or unsubstituted C 3 -C 15 cycloalkenyl, substituted or unsubstituted C 3 -C 15 heterocycloalkyl, substituted or unsubstituted C 3 -C 15 heterocycloalkenyl, substituted or unsubstituted C 6 -C 15 aryl, or substituted or unsubstituted C 6 -C 15 heteroaryl.
• US9120721B2
  申请人：——

  公开号：US9120721B2

  公开（公告）日：2015-09-01