1-(4-Bromophenyl)-2-{[(1S)-1-phenylethyl]amino}ethan-1-one | 920804-15-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-Bromophenyl)-2-{[(1S)-1-phenylethyl]amino}ethan-1-one
• 英文别名: 1-(4-bromophenyl)-2-[[(1S)-1-phenylethyl]amino]ethanone
• CAS: 920804-15-5
• 化学式: C₁₆H₁₆BrNO
• 分子量: 318.21
• InChiKey: DBWOASKCHXOHLX-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 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：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

文献信息

• INTERMEDIATE COMPOUND FOR SYNTHESIZING PHARMACEUTICAL AGENT AND PRODUCTION METHOD THEREOF
  申请人：OKUYAMA Masahiro

  公开号：US20110251385A1

  公开（公告）日：2011-10-13

  The present invention relates to a production method of an optically active morpholine compound represented by the formula 10, which includes the following steps: wherein each symbol is as defined in the specification. The present invention also relates to a production method of an compound represented by the formula 55, which includes the following steps: wherein each symbol is as defined in the specification. According to the production method of the present invention, an optically active 2-aryl-substituted morpholine compound and 3-oxo-3-(pyrimidin-4-yl)propionate, which are important as starting materials for synthesizing 2-(2-arylmorpholin-4-yl)-1-methyl-1H-[4,4′]bipyrimidinyl-6-one having a tau protein kinase 1 inhibitory activity and useful as a therapeutic drug for Alzheimer's disease and the like, can be produced in a high yield by an industrially advantageous method.

  本发明涉及一种光学活性吗啉化合物的生产方法，其由公式10表示，包括以下步骤：其中每个符号如规范中所定义。本发明还涉及一种由公式55表示的化合物的生产方法，其包括以下步骤：其中每个符号如规范中所定义。根据本发明的生产方法，可以通过一种工业上有利的方法高产地生产重要的起始材料，即光学活性2-芳基取代吗啉化合物和3-氧代-3-(嘧啶-4-基)丙酸酯，用于合成具有tau蛋白激酶1抑制活性的2-(2-芳基吗啉-4-基)-1-甲基-1H-[4,4′]联吡啶基-6-酮，该化合物对阿尔茨海默病等有用作用的治疗药物。
• Method for synthesizing intermediate compound for synthesizing a pharmaceutical agent
  申请人：Mitsubishi Tanabe Pharma Corporation

  公开号：EP2221305A1

  公开（公告）日：2010-08-25

  Provided is a method for synthesizing an optically active compound represented by the formula (1) wherein R is an aryl optionally having substituent(s) or a heteroaryl optionally having substituent(s), and a carbon atom marked with * is an asymmetric carbon atom; which comprises synthesizing a compound represented by the formula 55, which comprises the following steps: wherein Ra and Rb are the same or different and each is a C1-6 alkyl, reacting orotic acid of the formula 51 with an alkylating agent in a solvent in the presence of a base to give a compound of the formula 52, heating the compound of the formula 52 under reflux with a chlorinating agent to give a compound of the formula 53, dechlorinating the compound of the formula 53 in the presence of a base to give a compound of the formula 54, and reacting the compound of the formula 54 with acetate in the presence of a base to give the compound of the formula 55.

  提供了一种合成由式（1）表示的光学活性化合物的方法 其中 R 是可选具有取代基的芳基或可选具有取代基的杂芳基，标有 * 的碳原子是不对称碳原子；该方法包括合成由式 55 表示的化合物，其中包括以下步骤： 其中 Ra 和 Rb 相同或不同，且各自为 C1-6 烷基，在碱存在下，使式 51 的橙酸在溶剂中与烷化剂反应，得到式 52 的化合物，在回流下用氯化剂加热式 52 的化合物，得到式 53 的化合物，在碱存在下，使式 53 的化合物脱氯，得到式 54 的化合物，在碱存在下，使式 54 的化合物与乙酸酯反应，得到式 55 的化合物。
• US7994315B2
  申请人：——

  公开号：US7994315B2

  公开（公告）日：2011-08-09