5-fluoro-6-hydroxymethyl-2-[4-(4-methoxy-benzyl)-5-trifluoromethyl-1H-pyrazol-3-yloxy]-tetrahydro-pyran-3,4-diol | 1233840-45-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-fluoro-6-hydroxymethyl-2-[4-(4-methoxy-benzyl)-5-trifluoromethyl-1H-pyrazol-3-yloxy]-tetrahydro-pyran-3,4-diol
• 英文别名: 5-fluoro-6-(hydroxymethyl)-2-[[4-[(4-methoxyphenyl)methyl]-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]oxane-3,4-diol
• CAS: 1233840-45-3
• 化学式: C₁₈H₂₀F₄N₂O₆
• 分子量: 436.36
• InChiKey: IBAUCRODUSTJQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  117
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  [4,5-dibenzoyloxy-3-fluoro-6-[[4-[(4-methoxyphenyl)methyl]-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]oxan-2-yl]methyl benzoate 在 甲醇 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 48.5h， 以59%的产率得到5-fluoro-6-hydroxymethyl-2-[4-(4-methoxy-benzyl)-5-trifluoromethyl-1H-pyrazol-3-yloxy]-tetrahydro-pyran-3,4-diol
  参考文献：
  名称：

  [EN] INTERMEDIATES AND PROCESSES FOR THE PREPARATION OF FLUOROGLYCOSIDE DERIVATIVES
  [FR] INTERMÉDIAIRES ET PROCÉDÉS POUR LA PRÉPARATION DE DÉRIVÉS DE FLUOROGLYCOSIDE

  摘要：

  本发明提供了一种生产(2S,3R,4R,5S,6R)-5-氟-6-羟甲基-2-[4-(4-甲氧基苯甲基)-5-三氟甲基-1H-吡唑-3-氧基]-四氢吡喃-3,4-二醇或其互变异构体或水合物的工艺，具有较高的纯度和相对较高的产率，适用于工业规模生产。本发明还涉及合成中间体，可用于制备(2S,3R,4R,5S,6R)-5-氟-6-羟甲基-2-[4-(4-甲氧基苯甲基)-5-三氟甲基-1H-吡唑-3-氧基]-四氢吡喃-3,4-二醇或其互变异构体或水合物。

  公开号：

  WO2010077623A1

文献信息

• USE OF COMPOUNDS WITH SGLT-1/SGLT-2 INHIBITOR ACTIVITY FOR PRODUCING MEDICAMENTS FOR TREATMENT OF BONE DISEASE
  申请人：Kissner Thomas

  公开号：US20120270819A1

  公开（公告）日：2012-10-25

  Use of compounds with SGLT-1/SGLT-2 inhibitor activity for producing medicaments for treatment of bone diseases The invention relates to the use of compounds with SGLT-1/SGLT-2 inhibitor activity for producing medicaments for treatment of bone diseases like osteoporosis. Preferred is the use of compounds of the formula I in which the radicals have the stated meanings.

  使用具有SGLT-1/SGLT-2抑制剂活性的化合物制备用于治疗骨疾病的药物。本发明涉及使用具有SGLT-1/SGLT-2抑制剂活性的化合物制备用于治疗骨疾病，如骨质疏松症的药物。首选使用式I中基团具有所述含义的化合物。
• Novel heterocyclic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof
  申请人：FRICK Wendelin

  公开号：US20100261664A1

  公开（公告）日：2010-10-14

  Novel heterocyclic fluoroglycoside derivatives, medicaments containing these compounds, and the use thereof The invention relates to substituted heterocyclic fluoroglycoside derivatives of the formula I in which the radicals have the stated meanings, and their physiologically tolerated salts and processes for their preparation. The compounds are suitable for example as antidiabetics.

  新型杂环氟代糖苷衍生物、含有这些化合物的药物以及它们的使用本发明涉及公式I的取代的杂环氟代糖苷衍生物，其中基团具有所述的含义，以及它们的生理上耐受的盐和制备它们的过程。这些化合物例如适用于抗糖尿病。
• [EN] USE OF COMPOUNDS WITH SGLT-1/SGLT-2 INHIBITOR ACTIVITY FOR PRODUCING MEDICAMENTS FOR TREATMENT OF BONE DISEASES<br/>[FR] UTILISATION DE COMPOSÉS À ACTIVITÉ INHIBITRICE DE SGLT-1/SGLT-2 POUR PRODUIRE DES MÉDICAMENTS POUR LE TRAITEMENT DE MALADIES OSSEUSES
  申请人：SANOFI AVENTIS

  公开号：WO2011039338A2

  公开（公告）日：2011-04-07

  Use of compounds with SGLT-1/SGLT-2 inhibitor activity for producing medicaments for treatment of bone diseases The invention relates to the use of compounds with SGLT-1/SGLT-2 inhibitor activity for producing medicaments for treatment of bone diseases like osteoporosis. Preferred is the use of compounds of the formula I in which the radicals have the stated meanings.
• [EN] INTERMEDIATES AND PROCESSES FOR THE PREPARATION OF FLUOROGLYCOSIDE DERIVATIVES<br/>[FR] INTERMÉDIAIRES ET PROCÉDÉS POUR LA PRÉPARATION DE DÉRIVÉS DE FLUOROGLYCOSIDE
  申请人：SANOFI AVENTIS

  公开号：WO2010077623A1

  公开（公告）日：2010-07-08

  The present invention provides processes for producing (2S,3R,4R,5S,6R)-5-fluoro-6- hydroxymethyl-2-[4-(4-methoxy-benzyl)-5-trifluoromethyl-1H-pyrazol-3-yloxy]- tetrahydro-pyran-3,4-diol or a tautomer or hydrate thereof, of high purity and in a relatively high yield suitable for use on an industrial scale. The present invention is also directed to synthetic intermediates that are useful for the preparation of (2S,3R,4R,5S,6R)-5-fluoro-6-hydroxymethyl-2-[4-(4-methoxy- benzyl)-5-trifluoromethyl-1H-pyrazol-3-yloxy]-tetrahydro-pyran-3,4-diol or a tautomer or hydrate thereof.

  本发明提供了一种生产(2S,3R,4R,5S,6R)-5-氟-6-羟甲基-2-[4-(4-甲氧基苯甲基)-5-三氟甲基-1H-吡唑-3-氧基]-四氢吡喃-3,4-二醇或其互变异构体或水合物的工艺，具有较高的纯度和相对较高的产率，适用于工业规模生产。本发明还涉及合成中间体，可用于制备(2S,3R,4R,5S,6R)-5-氟-6-羟甲基-2-[4-(4-甲氧基苯甲基)-5-三氟甲基-1H-吡唑-3-氧基]-四氢吡喃-3,4-二醇或其互变异构体或水合物。