1-[3-Imino-4-(2,2,2-trifluoroethanimidoyl)piperazin-1-yl]-4-(2,4,5-trifluorophenyl)butane-1,3-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[3-Imino-4-(2,2,2-trifluoroethanimidoyl)piperazin-1-yl]-4-(2,4,5-trifluorophenyl)butane-1,3-dione
• 英文别名: 1-[3-imino-4-(2,2,2-trifluoroethanimidoyl)piperazin-1-yl]-4-(2,4,5-trifluorophenyl)butane-1,3-dione
• 化学式: C₁₆H₁₄F₆N₄O₂
• 分子量: 408.3
• InChiKey: DHHHYOONHANMOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  88.3
• 氢给体数：
  2
• 氢受体数：
  10

文献信息

• [EN] NEW EFFICIENT PROCESS FOR THE PREPARATION OF SITAGLIPTIN.<br/>[FR] NOUVEAU PROCÉDÉ EFFICACE POUR LA PRÉPARATION DE SITAGLIPTINE
  申请人：FIS FABBRICA ITALIANA SINTETICI SPA

  公开号：WO2019158285A1

  公开（公告）日：2019-08-22

  Object of the present invention is an efficient process for the preparation of the active pharmaceutical ingredient Sitagliptine and the 2,4,5-trifluorophenylacetic acid (TFAA) and salt thereof, which is a key intermediate for the synthesis of Sitagliptine. (I)

  本发明的目标是一种高效的方法，用于制备活性药物成分西他列汀和2,4,5-三氟苯乙酸（TFAA）及其盐，后者是西他列汀合成的关键中间体。(I)
• [EN] EFFICIENT PROCESS FOR THE PREPARATION OF SITAGLIPTIN THROUGH A VERY EFFECTIVE PREPARATION OF THE INTERMEDIATE 2,4,5-TRIFLUOROPHENYLACETIC ACID<br/>[FR] PROCÉDÉ EFFICACE POUR LA PRÉPARATION DE SITAGLIPTINE PAR UNE PRÉPARATION TRÈS EFFICACE DE L'ACIDE 2,4,5-TRIFLUOROPHÉNYLACÉTIQUE INTERMÉDIAIRE
  申请人：FIS FABBRICA ITALIANA SINTETICI SPA

  公开号：WO2019007578A1

  公开（公告）日：2019-01-10

  Object of the present invention is an efficient process for the preparation of the active pharmaceutical ingredient Sitagliptine and the 2,4,5-trifluorophenylacetic acid (TFAA) and salt thereof, which is a key intermediate for the synthesis of Sitagliptine.

  本发明的对象是一种高效的制备活性药物成分西他列汀和2,4,5-三氟苯乙酸（TFAA）及其盐的过程，该过程是合成西他列汀的关键中间体。
• EFFICIENT PROCESS FOR THE PREPARATION OF SITAGLIPTIN THROUGH A VERY EFFECTIVE PREPARATION OF THE INTERMEDIATE 2,4,5-TRIFLUOROPHENYLACETIC ACID
  申请人：F.I.S.- Fabbrica Italiana Sintetici S.p.A.

  公开号：EP3424927A1

  公开（公告）日：2019-01-09

  Object of the present invention is an efficient process for the preparation of the active pharmaceutical ingredient Sitagliptine and the 2,4,5-trifluorophenylacetic acid (TFAA) and salt thereof, which is a key intermediate for the synthesis of Sitagliptine.

  本发明的目的是制备活性药物成分西格列汀和 2,4,5-三氟苯乙酸（TFAA）及其盐（合成西格列汀的关键中间体）的高效工艺。
• NEW EFFICIENT PROCESS FOR THE PREPARATION OF SITAGLIPTIN
  申请人：F.I.S.- Fabbrica Italiana Sintetici S.p.A.

  公开号：EP3524605A1

  公开（公告）日：2019-08-14

  Object of the present invention is an efficient process for the preparation of the active pharmaceutical ingredient Sitagliptine and the 2,4,5-trifluorophenylacetic acid (TFAA) and salt thereof, which is a key intermediate for the synthesis of Sitagliptine: A) cyanation of 2,4,5-trifluorobenzoyl fluoride of formula (III): to give the compound of formula (IV): B) conversion of the compound of formula (IV) prepared in the step A) to the compound of formula (V): C) reduction of the compound of formula (V) prepared in the step B) to the compound of formula (II): D) conversion of 2,4,5-trifluorophenylacetic acid of formula (II) obtained in the step C) to Sitagliptin of formula (I) or salt thereof.

  本发明的目的是制备活性药物成分西格列汀和 2,4,5-三氟苯乙酸（TFAA）及其盐的高效工艺，后者是合成西格列汀的关键中间体： A) 式（III）的 2,4,5-三氟苯甲酰基氟的氰化： 得到式（IV）化合物： B）将步骤 A）中制备的式（IV）化合物转化为式（V）化合物： C) 将步骤 B 中制备的式 (V) 化合物还原为式 (II) 化合物：） D)将步骤 C)中得到的式(II)的 2,4,5-三氟苯乙酸转化为式(I)的西他列汀或其盐。
• USE OF STEREOSELECTIVE TRANSAMINASE IN ASYMMETRIC SYNTHESIS OF CHIRAL AMINE
  申请人：Abiochem Biotechnology Co., Ltd.

  公开号：EP3650537A1

  公开（公告）日：2020-05-13

  Use of a stereoselective transaminase in the asymmetric synthesis of a chiral amine. In particular, provided is use of a polypeptide in the production of a chiral amine or a downstream product using a chiral amine as a precursor. Further provided is a method for producing a chiral amine, comprising culturing a strain expressing the polypeptide so as to obtain a chiral amine. Further provided are a chiral amine production strain and a method for constructing the chiral amine production strain. The stereoselective transaminase has a broad substrate spectrum and thus has a broad application potential in the preparation of a chiral amine.

  在手性胺的不对称合成中使用立体选择性转氨酶。特别是提供了一种多肽在生产手性胺或以手性胺为前体的下游产品中的用途。还提供了一种生产手性胺的方法，包括培养表达多肽的菌株以获得手性胺。进一步提供了一种手性胺生产菌株和一种构建手性胺生产菌株的方法。该立体选择性转氨酶具有广泛的底物谱，因此在制备手性胺方面具有广泛的应用潜力。