3-(2-methoxyphenyl)-4-nitro-1-phenyl-butan-1-one

• 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-(2-methoxyphenyl)-4-nitro-1-phenyl-butan-1-one
• 英文别名: 3-(2-Methoxyphenyl)-4-nitro-1-phenylbutan-1-one
• 化学式: C₁₇H₁₇NO₄
• 分子量: 299.326
• InChiKey: UQGAMRPGYAHNEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  (2E)-3-(2-甲氧基苯基)-1-苯基丙-2-烯-1-酮 在 sodium methylate 、 溶剂黄146 作用下， 以 甲醇 、 硝基甲烷 为溶剂， 生成 3-(2-methoxyphenyl)-4-nitro-1-phenyl-butan-1-one
  参考文献：
  名称：

  Diphenyl-substituted heterocycles, processes for preparing them and their use as pharmaceutical compositions

  摘要：

  该发明涉及一般式（I）的新二苯基取代的5环杂环化合物，其中A、X以及基团R1、R2、R3、R4和R5的定义如索赔中所述，以及其制备方法和作为药物组合物的用途。

  公开号：

  US06255327B1

文献信息

• Asymmetric induction in the Michael reaction by means of chiral phase-transfer catalysts derived from cinchona and ephedra alkaloids
  作者：Stefano Colonna、Alberto Re、Hans Wynberg

  DOI：10.1039/p19810000547

  日期：——

  Asymmetric induction in the Michael reaction has been achieved using alkaloidonium salts in a two-phase system with optical yields of up to 36 and 26% in the addition to αβ-unsaturated ketones of thiols and nitroalkanes respectively. The presence of a hydroxy-group β to the 'onium function is essential to achieve substantial asymmetric syntheses.

  在生物碱的两相体系中，除了分别添加硫醇和硝基烷烃的αβ-不饱和酮外，在两相系统中使用生物碱盐的光学收率分别高达36％和26％，从而实现了迈克尔反应中的不对称诱导。on官能团的羟基β的存在对于实现基本的不对称合成是必不可少的。
• Bifunctional chiral organocatalytic compound having excellent enantioselectivity, preparation method therefor, and method for producing non-natural gamma-amino acid from nitro compound by using same
  申请人：KOREA UNIVERSITY RESEARCH AND BUSINESS FOUNDATION

  公开号：US11465135B2

  公开（公告）日：2022-10-11

  The present invention relates to a bifunctional chiral organocatalytic compound having excellent enantioselectivity, a preparation method therefor, and a method for producing a non-natural gamma amino acid from a nitro compound by using the chiral organocatalytic compound. According to the present invention, the bifunctional chiral organocatalytic compound having excellent enantioselectivity can be easily synthesized, gamma-amino acids with high optical selectivity can be obtained at a high yield by an economical and convenient method using the chiral organocatalytic compound, and various (R)-configuration gamma-amino acids, which are not present in nature, can be produced with high optical purity in large quantities by using a small amount of a catalyst, and therefore, the present invention can be widely utilized in various industrial fields including the pharmaceutical industry.

  本发明涉及一种具有优异对映选择性的双功能手性有机催化化合物、其制备方法以及利用该手性有机催化化合物从硝基化合物制备非天然γ-氨基酸的方法。根据本发明，可以很容易地合成具有优异对映选择性的双功能手性有机催化化合物，并通过使用该手性有机催化化合物的经济、简便的方法高产率地获得具有高光学选择性的γ-氨基酸、而且只需使用少量催化剂，就能大量生产出自然界中不存在的各种(R)构型γ-氨基酸，且光学纯度高，因此本发明可广泛应用于包括制药业在内的各种工业领域。
• [DE] NEUE DIPHENYL-SUBSTITUIERTE 5-RING-HETEROCYCLEN, VERFAHREN ZU IHRER HERSTELLUNG SOWIE DEREN VERWENDUNG ALS ARZNEIMITTEL<br/>[EN] NOVEL DIPHENYL-SUBSTITUTED 5-RING-HETEROCYCLES, METHOD FOR PRODUCING THEM AND THEIR USE AS MEDICAMENTS<br/>[FR] NOUVEAUX HETEROCYCLES A 5 NOYAUX A SUBSTITUTION DIPHENYLE, LEUR PROCEDE DE PREPARATION ET LEUR UTILISATION COMME MEDICAMENTS
  申请人：BOEHRINGER INGELHEIM PHARMA KG

  公开号：WO1999054314A1

  公开（公告）日：1999-10-28

  (DE) Die Erfindung betrifft neue Diphenyl-substituierte 5-Ring-Heterocyclen der allgemeinen Formel (I), wobei A, X und die Reste R1, R2, R3, R4 und R5 wie in den Ansprüchen dargelegt definiert sind, Verfahren zu deren Herstellung und deren Verwendung als Arzneimittel.(EN) The invention relates to novel diphenyl-substituted 5-ring-heterocycles of general formula (I), wherein A, X and the radicals R1, R2, R3, R4 and R5 have the meanings given in the description. The invention also relates to methods for producing the inventive compounds and to their use as medicaments.(FR) L'invention concerne de nouveaux hétérocycles à 5 noyaux à substitution diphényle de la formule générale (I) dans laquelle A, X et les radicaux R1, R2, R3, R4 et R5 sont définis tels qu'ils sont représentés dans les revendications, leur procédé de préparation et leur utilisation comme médicaments.

  该发明涉及二苯并取代的5环环状物，其通用化学式为(I)，其中A、X和其余基团R1、R2、R3、R4和R5的定义如说明书中所列。该发明还涉及该类化合物的制备方法及其作为药物的用途。
• DIPHENYL-SUBSTITUIERTE 5-RING-HETEROCYCLEN, VERFAHREN ZU IHRER HERSTELLUNG SOWIE DEREN VERWENDUNG ALS ARZNEIMITTEL
  申请人：Boehringer Ingelheim Pharma GmbH & Co.KG

  公开号：EP1071670B1

  公开（公告）日：2004-07-07
• BIFUNCTIONAL CHIRAL ORGANOCATALYTIC COMPOUND HAVING EXCELLENT ENANTIOSELECTIVITY, PREPARATION METHOD THEREFOR, AND METHOD FOR PRODUCING NON-NATURAL GAMMA-AMINO ACID FROM NITRO COMPOUND BY USING SAME
  申请人：KOREA UNIVERSITY RESEARCH AND BUSINESS FOUNDATION

  公开号：US20200406243A1

  公开（公告）日：2020-12-31

  The present invention relates to a bifunctional chiral organocatalytic compound having excellent enantioselectivity, a preparation method therefor, and a method for producing a non-natural gamma amino acid from a nitro compound by using the chiral organocatalytic compound. According to the present invention, the bifunctional chiral organocatalytic compound having excellent enantioselectivity can be easily synthesized, gamma-amino acids with high optical selectivity can be obtained at a high yield by an economical and convenient method using the chiral organocatalytic compound, and various (R)-configuration gamma-amino acids, which are not present in nature, can be produced with high optical purity in large quantities by using a small amount of a catalyst, and therefore, the present invention can be widely utilized in various industrial fields including the pharmaceutical industry.