(S)-1-trimethylsilyl-3-(2'-N-tert-butoxycarbonylpyrrolidinyl)propyn-3-one | 217805-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-1-trimethylsilyl-3-(2'-N-tert-butoxycarbonylpyrrolidinyl)propyn-3-one
• 英文别名: tert-butyl (2S)-2-[3-(trimethylsilyl)prop-2-ynoyl]pyrrolidine-1-carboxylate；(S)-2-(3-Trimethylsilanyl-propynoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester；tert-butyl (2S)-2-(3-trimethylsilylprop-2-ynoyl)pyrrolidine-1-carboxylate
• CAS: 217805-54-4
• 化学式: C₁₅H₂₅NO₃Si
• 分子量: 295.454
• InChiKey: YBWXRZBMAVUXAE-LBPRGKRZSA-N

物化性质

• 沸点：
  354.6±31.0 °C(Predicted)
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-1-trimethylsilyl-3-(2'-N-tert-butoxycarbonylpyrrolidinyl)propyn-3-one 在 三氟乙酸 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 11.0h， 生成 (2'S)-1-phenyl-5-(2'-pyrrolidinyl)pyrazole
  参考文献：
  名称：

  Synthesis of chiral pyrazoles and isoxazoles as constrained amino acids

  摘要：

  A stereospecific syntheses of optically active pyrazoles and isoxazoles from L-proline is described. The procedure presented is based on readily available materials and can be used for preparing new conformationally restricted pyrazole-containing amino acids, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00305-x
• 作为产物：
  描述：

  (S)-N-(tert-Butoxycarbonyl)proline ethyl carbonate 在 N-甲基吗啉 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 (S)-1-trimethylsilyl-3-(2'-N-tert-butoxycarbonylpyrrolidinyl)propyn-3-one
  参考文献：
  名称：

  Synthesis of chiral pyrazoles and isoxazoles as constrained amino acids

  摘要：

  A stereospecific syntheses of optically active pyrazoles and isoxazoles from L-proline is described. The procedure presented is based on readily available materials and can be used for preparing new conformationally restricted pyrazole-containing amino acids, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00305-x

文献信息

• HETEROARYLPHENOXY BENZAMIDE KAPPA OPIOID LIGANDS
  申请人：Pfizer Inc.

  公开号：US20180148432A1

  公开（公告）日：2018-05-31

  The present invention provides compounds of Formula I: and pharmaceutically acceptable salts thereof wherein the variables R 1 , R 2 , R 3 , R 4 , R 9 , X, m and n are as defined herein; processes for the preparation of; intermediates used in the preparation of; and compositions containing such compounds or salts, and their uses for treating kappa opioid (κ-opioid) associated disorders including, e.g., a neurological disorder, or psychiatric disorder such as a neurocognitive disorder, substance abuse disorder, depressive disorder, anxiety disorder, trauma and stressor related disorder and feeding and eating disorder.

  本发明提供了Formula I的化合物及其药用盐，其中变量R1、R2、R3、R4、R9、X、m和n如本文所定义；制备方法；用于制备的中间体；含有这些化合物或盐的组合物，以及它们用于治疗κ-阿片受体相关疾病的用途，例如神经系统疾病，或精神障碍，如神经认知障碍、物质滥用障碍、抑郁障碍、焦虑障碍、创伤和应激相关障碍以及进食障碍。
• Dpp-IV Inhibitors
  申请人：Edwards John Paul

  公开号：US20080015146A1

  公开（公告）日：2008-01-17

  The invention relates to compounds of formula (I) wherein Z, R 1-9 , n, A, X and R b have the meaning as cited in the description and the claims. Said compounds are useful as DPP-IV inhibitors. The invention also relates to the preparation of such compounds as well as the production and use thereof as medicament.

  本发明涉及公式(I)的化合物，其中Z、R1-9、n、A、X和Rb的含义如所述描述和权利要求中所述。所述化合物可用作DPP-IV抑制剂。本发明还涉及制备这些化合物的方法，以及作为药物的生产和使用。
• The design of potent and selective inhibitors of DPP-4: Optimization of ADME properties by amide replacements
  作者：Sonja Nordhoff、Stephan Bulat、Silvia Cerezo-Gálvez、Oliver Hill、Barbara Hoffmann-Enger、Meritxell López-Canet、Claudia Rosenbaum、Christian Rummey、Meinolf Thiemann、Victor G. Matassa、Paul J. Edwards、Achim Feurer

  DOI：10.1016/j.bmcl.2009.09.078

  日期：2009.11

  For a series of beta-homophenylalanine based inhibitors of dipeptidyl peptidase IV ADME properties were improved by the incorporation of amide replacements. These efforts led to a novel series of potent and selective inhibitors of DPP-4 that exhibit an attractive pharmacokinetic profile and show excellent efficacy in an animal model of diabetes. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of chiral pyrazoles and isoxazoles as constrained amino acids
  作者：Massimo Falorni、Giampaolo Giacomelli、Anton Mario Spanedda

  DOI：10.1016/s0957-4166(98)00305-x

  日期：1998.9

  A stereospecific syntheses of optically active pyrazoles and isoxazoles from L-proline is described. The procedure presented is based on readily available materials and can be used for preparing new conformationally restricted pyrazole-containing amino acids, (C) 1998 Elsevier Science Ltd. All rights reserved.