(RS)-2-methyl-2,3-dihydro-1H-pyridin-4-one | 34697-37-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (RS)-2-methyl-2,3-dihydro-1H-pyridin-4-one
• 英文别名: 2-methyl-2,3-dihydro-1H-pyridin-4-one；2-Methyl-2,3-dihydropyridin-4(1H)-one；2-methyl-2,3-dihydro-1H-pyridin-4-one
• CAS: 34697-37-5
• 化学式: C₆H₉NO
• mdl: MFCD19217764
• 分子量: 111.144
• InChiKey: YDYIQSNDNIDHTG-UHFFFAOYSA-N

物化性质

• 熔点：
  53-54 °C
• 沸点：
  204.8±20.0 °C(Predicted)
• 密度：
  0.989±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (RS)-2-methyl-2,3-dihydro-1H-pyridin-4-one 在 sodium periodate 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 26.0h， 以94%的产率得到beta-高丙氨酸盐酸盐
  参考文献：
  名称：

  Synthesis of β-Amino Acids Based on Oxidative Cleavage of Dihydropyridone Derivatives

  摘要：

  A new method for the synthesis of beta-amino acids based on 2,3-dihydropyridones as starting materials is presented. Conversions of 2,3-dihydropyridones with NalO(4) and subsequently with base gave the corresponding beta-amino acids in a one-pot procedure. The reactions have been monitored by H-1 NMR indicating that the beta-amino acids were formed in quantitative yields mostly. This method appears to be of broad scope, as 2-substituted 2,3-dihydropyridones are easily accessible via N-acyliminium ions generated from 4-methoxypyridine.

  DOI：

  10.1021/ol0485518
• 作为产物：
  描述：

  4-甲氧基吡啶 在 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.5h， 生成 (RS)-2-methyl-2,3-dihydro-1H-pyridin-4-one
  参考文献：
  名称：

  Synthesis of β-Amino Acids Based on Oxidative Cleavage of Dihydropyridone Derivatives

  摘要：

  A new method for the synthesis of beta-amino acids based on 2,3-dihydropyridones as starting materials is presented. Conversions of 2,3-dihydropyridones with NalO(4) and subsequently with base gave the corresponding beta-amino acids in a one-pot procedure. The reactions have been monitored by H-1 NMR indicating that the beta-amino acids were formed in quantitative yields mostly. This method appears to be of broad scope, as 2-substituted 2,3-dihydropyridones are easily accessible via N-acyliminium ions generated from 4-methoxypyridine.

  DOI：

  10.1021/ol0485518

文献信息

• Synthesis of 4-Ethoxy-2,3-dihydropyridinium Tetrafluoroborate Salts and 4-Ethoxy-2,3-dihydropyridines
  作者：T. Jones、Cynthia McClure

  DOI：10.1055/s-0028-1088136

  日期：——

  Transformation of 2,3-dihydropyridones to 2,3-dihydropyridinium tetrafluoroborate salts and 2,3-dihydropyridines was accomplished using ethyl Meerwein’s reagent.

  2,3- 二氢吡啶酮与 2,3- 二氢吡啶鎓四氟硼酸盐和 2,3- 二氢吡啶的转化是用 Meerwein's乙基试剂完成的。
• Synthesis of dihydropyridone scaffolds on solid support: Resin activation/capture approach/REACAP technology
  作者：Chixu Chen、Ian A. McDonald、Benito Munoz

  DOI：10.1016/s0040-4039(97)10529-9

  日期：1998.1

  Resin Activation/Capture Approach (REACAP Technology) has been used to synthesize dihydropyridone scaffolds on solid support.

  树脂活化/捕获方法（REACAP技术）已用于在固相支持物上合成二氢吡啶酮支架。
• Cephalosporin derivatives
  申请人：ICI PHARMA

  公开号：EP0182633A2

  公开（公告）日：1986-05-28

  According to the invention there is provided a antibacterial cephalosporin derivative of the formula: in which X is sulphur, oxygen, methylene or sulphinyl; R3 is hydrogen or methoxy; R1 und R2 are known in the cephalosporin art and R4 is an aminomethyl group in which the amino group carries one of various positively charged nitrogen-containing species set out in the specification and optionally a further substituent selected from hydrogen, lower alkyl, benzyl or heteroailyloweralkyl groups.

  根据本发明，提供了一种抗菌头孢菌素衍生物，其分子式为 其中，X 是硫、氧、亚甲基或亚磺酰基；R3 是氢或甲氧基；R1 和 R2 是头孢菌素技术中已知的；R4 是氨基甲基，其中氨基带有说明书中列出的各种带正电荷的含氮基团之一，并可选择带有选自氢、低级烷基、苄基或杂环低级烷基的另一个取代基团。
• [EN] 4-BENZYLAMINO-1-CARBOXYACYL-PIPERIDINE DERIVATIVES AS CETP INHIBITORS USEFUL FOR THE TREATMENT OF DISEASES SUCH AS HYPERLIPIDEMIA OR ARTERIOSCLEROSIS<br/>[FR] DÉRIVÉS DE 4-BENZYLAMINO-1-CARBOXYACYL-PIPÉRIDINE EN TANT QU'INHIBITEURS DE CETP UTILES POUR LE TRAITEMENT DE MALADIES TELLES QUE L'HYPERLIPIDÉMIE OU L'ARTÉRIOSCLÉROSE
  申请人：NOVARTIS AG

  公开号：WO2009059943A1

  公开（公告）日：2009-05-14

  The present invention provides a compound of formula (I): wherein the variants R1, R2, R3, R4, R5, R6, R7 are as defined herein, and wherein said compound is an inhibitor of CETP, and thus can be employed for the treatment of a disorder or disease mediated by CETP or responsive to the inhibition of CETP.
• Synthesis of β-Amino Acids Based on Oxidative Cleavage of Dihydropyridone Derivatives
  作者：Markus Ege、Klaus T. Wanner

  DOI：10.1021/ol0485518

  日期：2004.9.1

  A new method for the synthesis of beta-amino acids based on 2,3-dihydropyridones as starting materials is presented. Conversions of 2,3-dihydropyridones with NalO(4) and subsequently with base gave the corresponding beta-amino acids in a one-pot procedure. The reactions have been monitored by H-1 NMR indicating that the beta-amino acids were formed in quantitative yields mostly. This method appears to be of broad scope, as 2-substituted 2,3-dihydropyridones are easily accessible via N-acyliminium ions generated from 4-methoxypyridine.