(2S,4S)-1-tert-butoxycarbonyl-4-fluoro-2-(methoxy(methyl)carbamoyl)pyrrolidine | 851028-85-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2S,4S)-1-tert-butoxycarbonyl-4-fluoro-2-(methoxy(methyl)carbamoyl)pyrrolidine
• 英文别名: tert-butyl (2S,4S)-4-fluoro-2-[methoxy(methyl)carbamoyl]pyrrolidine-1-carboxylate；(2S,4S)-Tert-butyl 4-fluoro-2-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate
• CAS: 851028-85-8
• 化学式: C₁₂H₂₁FN₂O₄
• 分子量: 276.308
• InChiKey: LWSDFFYDPZOKIJ-IUCAKERBSA-N

物化性质

• 沸点：
  333.7±52.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,4S)-1-tert-butoxycarbonyl-4-fluoro-2-(methoxy(methyl)carbamoyl)pyrrolidine 在 盐酸 、 正丁基锂 、 三乙胺 、 magnesium bromide 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 2-溴-1-[(2S,4S)-2-(5-叔丁基-1,3,4-恶二唑-2-羰基)-4-氟吡咯烷-1-基]乙酮
  参考文献：
  名称：

  Synthesis, SAR, and X-ray structure of novel potent DPPIV inhibitors: Oxadiazolyl ketones

  摘要：

  Synthesis of a novel series of DPPIV inhibitors with 1,2,4- and 1,3,4-oxadiazolyl ketone derivatives and its structure-activity relationships are discussed. Compound 18h showed good inhibitory activity against DPPIV and favorable pharmacokinetic properties. In vivo pharmacodynamic efficacy and co-crystal structure of compound 18h with DPPIV is also described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.046
• 作为产物：
  描述：

  N-Boc-反式-4-羟基-L-脯氨酸甲酯 在 lithium hydroxide 、 二乙胺基三氟化硫 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,4S)-1-tert-butoxycarbonyl-4-fluoro-2-(methoxy(methyl)carbamoyl)pyrrolidine
  参考文献：
  名称：

  Synthesis, SAR, and X-ray structure of novel potent DPPIV inhibitors: Oxadiazolyl ketones

  摘要：

  Synthesis of a novel series of DPPIV inhibitors with 1,2,4- and 1,3,4-oxadiazolyl ketone derivatives and its structure-activity relationships are discussed. Compound 18h showed good inhibitory activity against DPPIV and favorable pharmacokinetic properties. In vivo pharmacodynamic efficacy and co-crystal structure of compound 18h with DPPIV is also described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.046

文献信息

• [EN] NOVEL INHIBITORS OF DPP-IV, METHODS OF PREPARING THE SAME, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME AS AN ACTIVE AGENT<br/>[FR] INHIBITEURS DE DPP-IV, PROCEDES D'ELABORATION CORRESPONDANTS, ET COMPOSITIONS PHARMACEUTIQUES RENFERMANT CES INHIBITEURS COMME PRINCIPE ACTIF
  申请人：LG LIFE SCIENCES LTD

  公开号：WO2005037828A1

  公开（公告）日：2005-04-28

  The present invention relates to pyrrolidine-based compounds of novel structure exhibiting good inhibitory activity versus Dipeptidyl Peptidase-IV, as defined in Formula 1 of the specification, and methods of preparing the same and pharmaceutical compositions containing the same as an active agent.

  本发明涉及一种具有新结构的吡咯烷基化合物，其表现出良好的抑制二肽基肽酶-IV活性，如规范中的公式1所定义的那样，以及制备该化合物的方法和含有该化合物作为活性剂的药物组合物。
• 作为ALK和ROS调节剂的大环化合物
  申请人：正大天晴药业集团股份有限公司

  公开号：CN112812128A

  公开（公告）日：2021-05-18

  本发明属于药物化学领域，涉及作为ALK和ROS调节剂的大环化合物，具体而言，涉及式I化合物或其药学上可接受的盐、制备方法、含有该化合物的药物组合物，以及其在治疗癌症中的用途。
• Synthesis, SAR, and X-ray structure of novel potent DPPIV inhibitors: Oxadiazolyl ketones
  作者：Ki Dong Koo、Min Jung Kim、Sungsub Kim、Kyoung-Hee Kim、Sang Yong Hong、Gwong-Cheung Hur、Hyeon Joo Yim、Geun Tae Kim、Hee Oon Han、O Hwan Kwon、Tae Sik Kwon、Jong Sung Koh、Chang-Seok Lee

  DOI：10.1016/j.bmcl.2007.05.046

  日期：2007.8

  Synthesis of a novel series of DPPIV inhibitors with 1,2,4- and 1,3,4-oxadiazolyl ketone derivatives and its structure-activity relationships are discussed. Compound 18h showed good inhibitory activity against DPPIV and favorable pharmacokinetic properties. In vivo pharmacodynamic efficacy and co-crystal structure of compound 18h with DPPIV is also described. (c) 2007 Elsevier Ltd. All rights reserved.