(2S,3R)-2-(2,3-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-butan-2-ol | 329744-66-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,3R)-2-(2,3-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-butan-2-ol
• 英文别名: (2S,3R)-2-(2,3-difluorophenyl)-1-(isopropoxydimethylsilyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-2-butanol；(2S,3R)-2-(2,3-difluorophenyl)-1-[dimethyl(propan-2-yloxy)silyl]-3-(oxan-2-yloxy)butan-2-ol
• CAS: 329744-66-3
• 化学式: C₂₀H₃₂F₂O₄Si
• 分子量: 402.554
• InChiKey: RQUYZRNLZDXHHY-FBOUHOSPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.71
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,3R)-2-(2,3-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-butan-2-ol 在 双氧水 、 碳酸氢钠 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.67h， 生成 (2R,3R)-2-(2,3-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-butan-1,2-diol
  参考文献：
  名称：

  Substituent effect of fluorine atoms in the 2,4-difluorophenyl group on antifungal activity of CS-758

  摘要：

  CS-758 is a novel triazole antifungal agent. To ascertain the effect of the fluorine atoms in the 2,4-difluorophenyl group, a series of compounds, 12a-12d, which have fluorine atom(s) in different positions on the benzene ring, were synthesized, and the minimum inhibitory concentrations (MICs) of this series of compounds were determined. All the compounds, including CS-758, exhibited excellent MICs against Candida, Aspergillus, and Cryptococcus species. Among them, the compounds having a fluorine atom in the 2-position on the benzene ring (12a, 12c, 12d, and CS-758) showed stronger antifungal activity particularly against Aspergillus species. The MICs of these compounds surpassed those of fluconazole and itraconazole against Candida, Aspergillus, and Cryptococcus species. (C) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.12.008
• 作为产物：
  描述：

  (2R)-2',3'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone 、 氯甲基二甲基异丙氧基硅烷 在 magnesium 作用下， 以 乙醚 、 四氢呋喃 为溶剂， 反应 0.5h， 生成 (2S,3R)-2-(2,3-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-butan-2-ol
  参考文献：
  名称：

  Substituent effect of fluorine atoms in the 2,4-difluorophenyl group on antifungal activity of CS-758

  摘要：

  CS-758 is a novel triazole antifungal agent. To ascertain the effect of the fluorine atoms in the 2,4-difluorophenyl group, a series of compounds, 12a-12d, which have fluorine atom(s) in different positions on the benzene ring, were synthesized, and the minimum inhibitory concentrations (MICs) of this series of compounds were determined. All the compounds, including CS-758, exhibited excellent MICs against Candida, Aspergillus, and Cryptococcus species. Among them, the compounds having a fluorine atom in the 2-position on the benzene ring (12a, 12c, 12d, and CS-758) showed stronger antifungal activity particularly against Aspergillus species. The MICs of these compounds surpassed those of fluconazole and itraconazole against Candida, Aspergillus, and Cryptococcus species. (C) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.12.008

文献信息

• Triazole derivatives having antifungal activity
  申请人：Sankyo Company, Limited

  公开号：US06392082B1

  公开（公告）日：2002-05-21

  Compounds of the following formula (I) and pharmaceutically acceptable esters and salts thereof: Ar is phenyl group which may optionally be substituted by from 1 to 3 substituents selected from the group consisting of halogen atoms and trifluoromethyl groups. Said compounds (and pharmaceutically acceptable esters and salts thereof) have excellent antifungal activity.

  以下公式（I）及其药用可接受的酯和盐的化合物：Ar是苯基，可以选择地被1至3个取代基取代，所述取代基选自卤原子和三氟甲基基团。所述化合物（及其药用可接受的酯和盐）具有优异的抗真菌活性。