N-{5-[(benzo[d]thiazol-2-ylsulfonyl)methyl]-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl}-N-methylmethanesulfonamide | 1234331-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-{5-[(benzo[d]thiazol-2-ylsulfonyl)methyl]-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl}-N-methylmethanesulfonamide
• 英文别名: N-[5-[[(benzothiazol-2-yl)sulfonyl]methyl]-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methyl methanesulfonamide；N-[5-benzothiazol-2-sulfonylmethyl-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-2-yl]-N-methyl-methanesulfonamide；N-[5-(1,3-benzothiazol-2-ylsulfonylmethyl)-4-(4-fluorophenyl)-6-propan-2-ylpyrimidin-2-yl]-N-methylmethanesulfonamide
• CAS: 1234331-55-5
• 化学式: C₂₃H₂₃FN₄O₄S₃
• 分子量: 534.656
• InChiKey: KABXPXZNFLWDNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  155
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (4R-cis)-6-formyl-2,2-dimethyl-1,3-dioxane-4-acetic acid ethyl ester 、 N-{5-[(benzo[d]thiazol-2-ylsulfonyl)methyl]-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl}-N-methylmethanesulfonamide 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到6-((1E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(methyl(methylsulfonyl)amino)pyrimidin-5-yl)ethenyl)-2,2-dimethyl-1,3-dioxan-4yl acetic acid ethyl ester
  参考文献：
  名称：

  [EN] PREPARATION METHOD OF STATIN COMPOUND AND BENZOTHIAZOLYL SULFONE COMPOUND USED THEREIN
  [FR] MÉTHODE DE SYNTHÈSE D'UNE STATINE ET BENZOTHIAZOLYLSULFONE Y ÉTANT EMPLOYÉE

  摘要：

  公开号：

  WO2010077062A3
• 作为产物：
  描述：

  N-{5-[(benzo[d]thiazol-2-ylthio)methyl]-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl}-N-methylmethanesulfonamide 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以89%的产率得到N-{5-[(benzo[d]thiazol-2-ylsulfonyl)methyl]-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl}-N-methylmethanesulfonamide
  参考文献：
  名称：

  [EN] PREPARATION METHOD OF STATIN COMPOUND AND BENZOTHIAZOLYL SULFONE COMPOUND USED THEREIN
  [FR] MÉTHODE DE SYNTHÈSE D'UNE STATINE ET BENZOTHIAZOLYLSULFONE Y ÉTANT EMPLOYÉE

  摘要：

  公开号：

  WO2010077062A3

文献信息

• PROCESS FOR THE PREPARATION OF HMG-COA REDUCTASE INHIBITORS AND INTERMEDIATES THEREOF
  申请人：Ju Hyun

  公开号：US20130096303A1

  公开（公告）日：2013-04-18

  The present invention provides an improved process for preparing HMG-CoA reductase inhibitors such as rosuvastatin calcium, fluvastatin sodium, and pitavastatin calcium under a mild condition, using a novel amide-bond-containing compound having R 2 —N—O—R 1 moiety as a key intermediate. And also, the present invention provides the novel compound, an intermediate useful for the preparation thereof, and a process for the preparation thereof.

  本发明提供了一种改进的方法，用于制备HMG-CoA还原酶抑制剂，例如罗伊司他钙、氟伐他汀钠和匹伐他汀钙，在温和的条件下使用具有R2—N—O—R1基团的新型酰胺键含有化合物作为关键中间体。此外，本发明还提供了该新型化合物、其制备有用的中间体以及制备该化合物的方法。
• Process for the preparation of HMG-COA reductase inhibitors and intermediates thereof
  申请人：Ju Hyun

  公开号：US08476432B2

  公开（公告）日：2013-07-02

  The present invention provides an improved process for preparing HMG-CoA reductase inhibitors such as rosuvastatin calcium, fluvastatin sodium, and pitavastatin calcium under a mild condition, using a novel amide-bond-containing compound having R2—N—O—R1 moiety as a key intermediate. And also, the present invention provides the novel compound, an intermediate useful for the preparation thereof, and a process for the preparation thereof.

  本发明提供了一种改进的工艺，用于在温和条件下制备HMG-CoA还原酶抑制剂，如罗伊司他钙、氟伐他汀钠和匹伐他汀钙，使用一种具有R2-N-O-R1基团的新型酰胺键含有化合物作为关键中间体。此外，本发明还提供了一种新型化合物，用于其制备的中间体以及其制备方法。
• Highly Stereoselective Formal Synthesis of Rosuvastatin and Pitavastatin Through Julia–Kocienski Olefination Using the Lactonized Statin Side-Chain Precursor
  作者：Zdenko Časar、Jan Fabris、Ivana Smilović、Martin Črnugelj

  DOI：10.1055/s-0033-1338648

  日期：——

  An expedient and simple synthetic approach to pitavastatin and rosuvastatin final intermediates is described. The presented approach consists of completely stereoselective Julia-Kocienski olefination step (E/Z up to 300: 1) between lactonized statin side-chain precursor and sulfone derivative of the corresponding pyrimidine and quinoline heterocyclic cores. The desired O-TBS protected statin lactones were isolated in 66-71% yield and high >97% purity (HPLC).
• US8476432B2
  申请人：——

  公开号：US8476432B2

  公开（公告）日：2013-07-02
• [EN] PROCESS FOR THE PREPARATION OF HMG-COA REDUCTASE INHIBITORS AND INTERMEDIATES THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION D'INHIBITEURS DE LA HMG-COA RÉDUCTASE ET LEURS INTERMÉDIAIRES
  申请人：YUHAN CORP

  公开号：WO2012002741A2

  公开（公告）日：2012-01-05

  The present invention provides an improved process for preparing HMG-CoA reductase inhibitors such as rosuvastatin calcium, fluvastatin sodium, and pitavastatin calcium under a mild condition, using a novel amide-bond-containing compound having R2-N-O-R1 moiety as a key intermediate. And also, the present invention provides the novel compound, an intermediate useful for the preparation thereof, and a process for the preparation thereof.