methyl (2E)-2-phenyl-2-piperidin-2-ylideneacetate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: methyl (2E)-2-phenyl-2-piperidin-2-ylideneacetate
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.29
• InChiKey: GKRLCEILONDACM-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• 7-(n-substituted amino)-2-phenylheptanoic acid derivative and process for manufacturing the same
  申请人：Takasago International Corporation

  公开号：EP0860426A1

  公开（公告）日：1998-08-26

  Disclosed are a novel 7-(N-substituted amino)-3-oxo-2-phenylheptanoate derivative of formula(2), 7-(N-substituted amino)-3-hydroxy-2-phenylheptanoate derivative of formula(3), and 7-(N-substituted amino)-3-benzenesulfonyloxy-2-phenylheptanoate derivative of formula(4), which are quite important major intermediates of an antidepressant. The 7-(N-substituted amino)-3-oxo-2-phenylheptanoate derivative can be manufactured by condensing an enolate of phenylacetates with a 5-(N-substituted amino)pentanoate derivative of formula(5).

  本发明公开了一种新型的式(2)7-(N-取代氨基)-3-氧代-2-苯基庚酸酯衍生物、式(3)7-(N-取代氨基)-3-羟基-2-苯基庚酸酯衍生物和式(4)7-(N-取代氨基)-3-苯磺酰氧基-2-苯基庚酸酯衍生物，它们是抗抑郁剂相当重要的主要中间体。7-(N-取代氨基)-3-氧代-2-苯基庚酸酯衍生物可通过将苯乙酸酯的烯醇盐与式(5)的 5-(N-取代氨基)戊酸酯衍生物缩合而制得。
• 2-Phenyl-2-(2'-piperidinylidene) acetate derivative, process for manufacturing the same, and process for manufacturing optically active 2-phenyl-2(2'-piperidinyl) acetate derivative by asymmetrically hydrogenating the same
  申请人：Takasago International Corporation

  公开号：EP0860432A1

  公开（公告）日：1998-08-26

  Disclosed is a 2-phenyl-2-(2'-piperidinylidene)acetate derivative of formula(1) suitably used for a raw material of a 2-phenyl-2-(2'-piperidinyl)acetate derivative of formula(3)and a process for manufacturing the same. Also disclosed is a process for manufacturing an optically active 2-phenyl-2-(2'-piperidinyl)acetate derivative which is a major intermediate for an antidepressant. The 2-phenyl-2-(2'-piperidinylidene)acetate derivative is manufactured by cyclizing a 7-(N-substituted amino)-3-oxo-2-heptanoate derivative of formula(2). The optically active 2-phenyl-2-(2'-piperidinyl)acetate derivative is manufactured by asymmetrically hydrogenating the 2-phenyl-2-(2'-piperidinylidene)acetate derivative in the presence of a complex of a Group VIII transition metal or an acid.

  本发明公开了一种式(1)的 2-苯基-2-(2'-哌啶亚基)乙酸酯衍生物，该衍生物适合用作式(3)的 2-苯基-2-(2'-哌啶亚基)乙酸酯衍生物的原料，并公开了制造该衍生物的工艺。还公开了一种光学活性 2-苯基-2-(2'-哌啶基)乙酸酯衍生物的制造工艺，该衍生物是一种抗抑郁剂的主要中间体。2-苯基-2-(2'-哌啶亚基)乙酸酯衍生物是通过环化式(2)的 7-(N-取代氨基)-3-氧代-2-庚酸酯衍生物制造的。光学活性 2-苯基-2-(2'-哌啶基)乙酸酯衍生物是在第八族过渡金属或酸的络合物存在下，通过不对称氢化 2-苯基-2-(2'-哌啶基)乙酸酯衍生物制得的。
• Process for the preparation of piperidinylidene derivatives
  申请人：Takasago International Corporation

  公开号：EP0949247A1

  公开（公告）日：1999-10-13

  Disclosed is a process for economic, safe and simple production of a 2-phenyl-2-(2'-piperidinylidene)acetate derivative at a reduced number of steps in a high yield, which comprises allowing 2,3,4,5-Tetrahydro-6-methoxypyridine and a benzyl cyanide derivative represented by the following general formula (2): wherein R1 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or an amino group, to undergo condensation reaction in the presence of an organic base such as 1,8-diazabicyclo[5.4.0]-7-undecene or a transition metal complex as a catalyst to produce a 2-phenyl-2-(2'-piperidinylidene)acetonitrile derivative represented by the following general formula (4): wherein R1 is as defined above; and the wavy line indicates a geometrical isomer, and then reacting with an alcohol in the presence of hydrogen chloride.

  本发明公开了一种经济、安全和简单的 2-苯基-2-(2'-哌啶亚基)乙酸酯衍生物的生产工艺，该工艺减少了步骤，产率高，包括允许 2,3,4,5-四氢-6-甲氧基吡啶和由下通式(2)代表的苄基氰衍生物： 其中 R1 代表氢原子、低级烷基、低级烷氧基、卤素原子或氨基，在有机碱如 1,8-二氮杂双环[5.4.0]-7-十一烯或过渡金属络合物作为催化剂存在下进行缩合反应，生成下通式 (4) 所代表的 2-苯基-2-(2'-哌啶亚基)乙腈衍生物： 其中 R1 如上定义；波浪线表示几何异构体，然后在氯化氢存在下与醇反应。
• Nucleic acids encoding engineered imine reductases
  申请人：CODEXIS, INC.

  公开号：US10308966B2

  公开（公告）日：2019-06-04

  The present disclosure provides engineered polypeptides having imine reductase activity, polynucleotides encoding the engineered imine reductases, host cells capable of expressing the engineered imine reductases, and methods of using these engineered polypeptides with a range of ketone and amine substrate compounds to prepare secondary and tertiary amine product compounds.

  本公开提供了具有亚胺还原酶活性的工程多肽、编码工程亚胺还原酶的多核苷酸、能够表达工程亚胺还原酶的宿主细胞，以及使用这些工程多肽与一系列酮和胺底物化合物制备仲胺和叔胺产物化合物的方法。
• Engineered imine reductases and methods for the reductive amination of ketone and amine compounds
  申请人：Codexis, Inc.

  公开号：US10370648B2

  公开（公告）日：2019-08-06

  The present application provides engineered polypeptides having imine reductase activity, polynucleotides encoding the engineered imine reductases, host cells capable of expressing the engineered imine reductases, and methods of using these engineered polypeptides with a range of ketone and amine substrate compounds to prepare secondary and tertiary amine product compounds.

  本申请提供了具有亚胺还原酶活性的工程多肽、编码工程亚胺还原酶的多核苷酸、能够表达工程亚胺还原酶的宿主细胞，以及使用这些工程多肽与一系列酮和胺底物化合物制备仲胺和叔胺产物化合物的方法。