trimethylsilyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: trimethylsilyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylate
• 化学式: C₁₇H₁₉F₂NO₄Si
• 分子量: 367.424
• InChiKey: XCRUJZWDKQCILT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  57.53
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  trimethylsilyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylate 在 三乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 18.0h， 生成 加替沙星
  参考文献：
  名称：

  A High-Throughput Impurity-Free Process for Gatifloxacin

  摘要：

  An improved process to obtain gatifloxacin (1) through use of boron chelate intermediates has been developed. The methodology involves an initial activation step which accelerates the formation of the first chelate under low-temperature conditions and prevents demethylation of the starting material. To increase the overall yield and to avoid the isolation and manipulation of the resulting intermediates, the process has been designed to be carried out in one pot. As a result, we present here an easy, scaleable and substantially impurity-free process to obtain gatifloxacin (1) in high yield.

  DOI：

  10.1021/op800042a
• 作为产物：
  描述：

  六甲基二硅氮烷 、 1-环丙基-6,7-二氟-1,4-二氢-8-甲氧基-4-氧代-3-喹啉羧酸 以 乙腈 为溶剂， 反应 1.0h， 生成 trimethylsilyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylate
  参考文献：
  名称：

  [EN] PROCESS FOR PREPARING GATIFLOXACIN
  [FR] PROCÉDÉ DE PRÉPARATION DE GATIFLOXACINE

  摘要：

  该发明涉及一种简化的制备加替沙星的过程。在该过程中，化合物（II）被用作起始化合物，然后经过硅化和活化后与2-甲基哌嗪发生反应。最后，通过用C1-C4烷基链醇处理来消除硼螯合物。所述过程的一个特点是所有反应都在不分离形成的中间化合物的情况下进行（“一锅法”过程）。

  公开号：

  WO2005047260A1

文献信息

• [EN] PROCESS FOR PREPARING GATIFLOXACIN<br/>[FR] PROCÉDÉ DE PRÉPARATION DE GATIFLOXACINE
  申请人：SINT QUIMICA SA

  公开号：WO2005047260A1

  公开（公告）日：2005-05-26

  This invention relates to a simplified process for preparing gatifloxacin. In said process the compound (II) is used as the starting compund, which is then made to react with 2-methylpiperazine after being silyated and activated in the form of boron chelate.Finally, the boron chelate is eliminated by treatment with a C1-C4 alkyl chain alcohol. One characteristic of the process described is that all the reactions are carried out without isolating the intermediate compounds formed ('one pot' process).

  该发明涉及一种简化的制备加替沙星的过程。在该过程中，化合物（II）被用作起始化合物，然后经过硅化和活化后与2-甲基哌嗪发生反应。最后，通过用C1-C4烷基链醇处理来消除硼螯合物。所述过程的一个特点是所有反应都在不分离形成的中间化合物的情况下进行（“一锅法”过程）。
• Method for preparing moxifloxacin and moxifloxacin hydrochloride
  申请人：Quimica Sintetica, S.A.

  公开号：EP1832587B1

  公开（公告）日：2009-04-22
• A High-Throughput Impurity-Free Process for Gatifloxacin
  作者：F. Javier Villasante、Lourdes Gude、Sara P. Fernández、Olga Alonso、Elena García、Antonio Cosme

  DOI：10.1021/op800042a

  日期：2008.9.19

  An improved process to obtain gatifloxacin (1) through use of boron chelate intermediates has been developed. The methodology involves an initial activation step which accelerates the formation of the first chelate under low-temperature conditions and prevents demethylation of the starting material. To increase the overall yield and to avoid the isolation and manipulation of the resulting intermediates, the process has been designed to be carried out in one pot. As a result, we present here an easy, scaleable and substantially impurity-free process to obtain gatifloxacin (1) in high yield.