rac-Deacetamide Linezolid Phthalimide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: rac-Deacetamide Linezolid Phthalimide
• 英文别名: 2-[[3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione
• 化学式: C₂₂H₂₀FN₃O₅
• 分子量: 425.4
• InChiKey: FKZUTWSVQLXKQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  7

文献信息

• [EN] IMPROVED PROCESSES FOR THE PREPARATION OF LINEZOLID USING NOVEL INTERMEDIATES<br/>[FR] PROCÉDÉS AMÉLIORÉS POUR LA PRÉPARATION DE LINÉZOLIDE PAR UTILISATION DE NOUVEAUX INTERMÉDIAIRES
  申请人：SYMED LABS LTD

  公开号：WO2014174522A1

  公开（公告）日：2014-10-30

  Provided herein are improved, commercially viable and industrially advantageous processes for the preparation of Linezolid, in high yield and purity, using novel intermediates. In one aspect, provided herein are efficient, industrially advantageous and environmentally friendly processes for the preparation of linezolid, in high yield and with high purity, using novel intermediates. The processes disclosed herein avoid the tedious and cumbersome procedures of the prior processes, thereby resolving the problems associated with the processes described in the prior art, which is more convenient to operate at lab scale and in commercial scale operations.

  本文提供了一种改进的、商业可行的、在工业上具有优势的利用新型中间体制备利奈唑胺的工艺，产率高，纯度高。在一个方面，本文提供了一种高效、在工业上具有优势且环保的利用新型中间体制备利奈唑胺的工艺，产率高，纯度高。本文披露的工艺避免了先前工艺中繁琐和繁重的程序，从而解决了与先前技术描述的工艺相关的问题，更方便在实验室规模和商业规模操作中进行操作。
• PROCESS FOR THE PREPARATION OF OXAZOLIDINONE DERIVATIVES
  申请人：BENOVA LABS PVT LIMITED

  公开号：US20160039803A1

  公开（公告）日：2016-02-11

  The present invention relates to an improved process for the preparation of Oxazolidinone derivatives. More specifically, the present invention relates to an improved process for preparing (S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]phthalimide, an intermediate used in the preparation of Oxazolidinone derivatives.

  本发明涉及一种改进的制备噁唑烷酮衍生物的方法。更具体地说，本发明涉及一种改进的制备(S)-N-[[3-[3-氟-4-[4-吗啉基]苯基]-2-氧-5-噁唑烷基]甲基]邻苯二甲酰亚胺的方法，该中间体用于制备噁唑烷酮衍生物。
• [EN] NOVEL INTERMEDIATES FOR LINEZOLID AND RELATED COMPOUNDS<br/>[FR] NOUVEAUX INTERMEDIAIRES POUR LINEZOLIDE ET COMPOSES CORRESPONDANTS
  申请人：SYMED LABS LTD

  公开号：WO2006008754A1

  公开（公告）日：2006-01-26

  The present invention provides a novel process for preparation of 5­aminomethyl substituted oxazolidinones, key intermediates for oxazolidinone antibacterials including linezolid. Thus, the key intermediate of linezolid is prepared by a) reacting N-[3-Chloro-2-(R)-hydroxypropyl]-3-fluoro-4-morpholinyI aniline with potassium phthalimide; b) subjecting N-[3-pthalimido-2-(R)-hydroxypropyl]-3-fluoro-4-(morpholinyl) aniline produced in the above step to carbonylation; and c) reacting (S)-N-[[3-[3-Fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidiriyl] methyl]phthalimide produced in the above step with hydrazine hydrate to produce (S)-N-[[3-[3-Fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl] methyl]amine.

  本发明提供了一种新型的制备5-氨基甲基取代噁唑烷酮的方法，这是噁唑烷酮抗菌药物包括利奈唑的关键中间体。因此，利奈唑的关键中间体是通过以下步骤制备的：a）将N-[3-氯-2-(R)-羟基丙基]-3-氟-4-吗啉基苯胺与邻苯二甲酰亚胺钾反应；b）将上述步骤产生的N-[3-邻苯二甲酰亚胺基-2-(R)-羟基丙基]-3-氟-4-(吗啉基)苯胺进行羰基化处理；c）将上述步骤产生的(S)-N-[[3-[3-氟-4-[4-吗啉基]苯基]-2-氧代-5-噁唑烷基]-甲基]邻苯二甲酰亚胺与水合肼反应，得到(S)-N-[[3-[3-氟-4-[4-吗啉基]苯基]-2-氧代-5-噁唑烷基]-甲基]胺。
• Novel process for the preparation of linezolid and related compounds
  申请人：Mohan Rao Dodda

  公开号：US20070032472A1

  公开（公告）日：2007-02-08

  The present invention provides a novel process for preparation of 5-aminomethyl substituted oxazolidinones, key intermediates for oxazolidinone antibacterials including linezolid. Thus linezolid is prepared by a) reacting 3-fluoro-4-morpholinyl aniline with R-epichlorohydrin; b) subjecting N-[3-Chloro-2-(R)-hydroxypropyl]-3-fluoro-4-morpholinyl aniline produced above to carbonylation; c) reacting (5R)-5-(chloromethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone produced above with potassium phthalinide; d) reacting (S)-N-[[3-[3-Fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]phthalimide produced above with hydrazine hydrate; and e) reacting S-N-[[3-[3-Fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazo-lidinyl]methyl]amine produced above with acetic anhydride to produce linezolid.

  本发明提供了一种新型的5-氨甲基取代的噁唑烷酮制备方法，该方法是噁唑烷酮抗菌剂包括利奈唑胺的关键中间体。因此，利奈唑胺的制备方法包括：a）将3-氟-4-吗啉基苯胺与R-环氧氯丙烷反应；b）将上述产生的N-[3-氯-2-(R)-羟基丙基]-3-氟-4-吗啉基苯胺进行羰基化反应；c）将上述产生的(5R)-5-(氯甲基)-3-[3-氟-4-(4-吗啉基)苯基]-2-噁唑烷酮与邻酞酰钾反应；d）将上述产生的(S)-N-[[3-[3-氟-4-[4-吗啉基]苯基]-2-氧代-5-噁唑烷基]甲基]邻酞咪唑与水合肼反应；以及e）将上述产生的S-N-[[3-[3-氟-4-[4-吗啉基]苯基]-2-氧代-5-噁唑烷基]甲基]胺与乙酸酐反应，从而制备利奈唑胺。
• [EN] ONE POT SYNTHESIS FOR THE PREPARATION OF SUBSTITUTED PHTHALIMIDO OXAZOLIDINONE ANTIBACTERIALS AND OXAZOLIDINONE ANTIHAROMBOTICS COMPOUNDS BY USING RECYCLABLE HETEROGENEOUS CATALYST<br/>[FR] SYNTHÈSE MONOTOPE POUR LA PRÉPARATION D'ANTIBACTÉRIENS DE PHTALIMIDO OXAZOLIDINONE SUBSTITUÉS ET DE COMPOSÉS D'OXAZOLIDINONE ANTI-HAROMBOTIQUES À L'AIDE D'UN CATALYSEUR HÉTÉROGÈNE RECYCLABLE
  申请人：PHALANX LABS PRIVATE LTD

  公开号：WO2018055499A1

  公开（公告）日：2018-03-29

  A novel one pot and high yield process for the preparation of substituted phthalimidooxazolidinone compounds by using recyclable heterogeneous catalyst and preparation of oxazolidinoneantibacterials and oxazolidinoneantithrombotics thereof.

  使用可回收的杂化催化剂制备取代苯酞咪唑噁唑啉酮化合物的一锅法高产过程，并制备其噁唑啉酮抗菌剂和噁唑啉酮抗血栓剂。