[(2S)-3-(3-fluoro-4-morpholin-4-ylanilino)-2-hydroxypropyl] butanoate

• 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: [(2S)-3-(3-fluoro-4-morpholin-4-ylanilino)-2-hydroxypropyl] butanoate
• 化学式: C₁₇H₂₅FN₂O₄
• 分子量: 340.4
• InChiKey: MEIPRYKTLNCTLZ-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  71
• 氢给体数：
  2
• 氢受体数：
  7

文献信息

• [EN] IMPROVED PROCESS FOR THE PREPARATION OF LINEZOLID INTERMEDIATE<br/>[FR] PROCÉDÉ AMÉLIORÉ POUR LA PRÉPARATION D'UN INTERMÉDIAIRE DE LINÉZOLIDE
  申请人：SYMED LABS LTD

  公开号：WO2014045292A1

  公开（公告）日：2014-03-27

  The present inventors have surprisingly found that (5R)-5-(hydroxymethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone can be prepared in high purity and with high yield, by reacting 3-fluoro-4-morpholinyl aniline with (R)-glycidol, or an ester or an ether derivative thereof, to produce a novel 2-hydroxypropyl intermediate, which is then subjected cyclization using a suitable reagent to produce (5R)-5-(hydroxymethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone or an ester, or an ether derivative thereof. In one aspect, provided herein are efficient, industrially advantageous and environmentally friendly processes for the preparation of (5R)-5-(hydroxymethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone and its derivatives, in high yield and with high purity, using novel intermediates.

  本发明人惊奇地发现，通过将3-氟-4-吗啡基苯胺与(R)-环氧丙醇或其酯或醚衍生物反应，制备出一种新型2-羟基丙醇中间体，然后使用适当的试剂进行环化反应，可以高纯度高产率地制备出(5R)-5-(羟甲基)-3-[3-氟-4-(4-吗啡基)苯基]-2-噁唑烷酮或其酯或醚衍生物。在一个方面，本文提供了高效、工业上有利和环保的过程，使用新型中间体高产率高纯度地制备(5R)-5-(羟甲基)-3-[3-氟-4-(4-吗啡基)苯基]-2-噁唑烷酮及其衍生物。
• METHOD FOR SYNTHESIZING N-SUBSTITUTED PHENYL-5-HYDROXYMETHYL-2-OXAZOLIDINONE
  申请人：HANGZHOU DIKE TECHNOLOGIES CO., LTD.

  公开号：US20220267284A1

  公开（公告）日：2022-08-25

  The disclosure discloses a method for synthesizing N-substituted phenyl-5-hydroxymethyl-2-oxazolidinone, wherein the method comprises: reacting from raw materials, 3-R2-4-R1-aniline and epichlorohydrin, and allowing the resulting product to react under alkaline conditions in a CO 2 atmosphere to obtain N-substituted phenyl-5-hydroxymethyl-2-oxazolidinone, wherein R 1 is a morpholine group, a morpholin-3-one group or a piperazine group, and derivative groups thereof, and R 2 is halogen, hydrogen or lower alkyl. The method provided by the disclosure has such advantages as few steps, simple operation, cheap and easily available raw materials, mild reaction conditions, and high product yield, and is especially suitable for industrial production of antibiotic linezolid intermediates and antithrombotic drug rivaroxaban intermediates.