(2S,3R,4S,5R)-2-(pyridin-3-yloxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1197026-40-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R,4S,5R)-2-(pyridin-3-yloxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1197026-40-6
• 化学式: C₁₆H₁₉NO₈
• 分子量: 353.329
• InChiKey: PHCLLAOTBJFFHK-QXSJWSMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.61
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  110.25
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S,5R)-2-(pyridin-3-yloxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以93%的产率得到(2S,3R,4S,5R)-2-pyridin-3-yloxyoxane-3,4,5-triol
  参考文献：
  名称：

  Palladium-catalyzed C–C coupling: efficient preparation of new 5-thio-β-d-xylopyranosides as oral venous antithrombotic drugs

  摘要：

  First examples of a Suzuki and Stille cross-coupling reaction to prepare derivatives of pyridinyl 5-thio-beta-D-xylopyranosides are described. Some of these compounds are orally active in an animal model of venous thrombosis. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.050
• 作为产物：
  描述：

  3-羟基吡啶 、 2,3,4-tri-O-acetyl-α-D-xylopyranosyl bromide 在 silver(l) oxide 作用下， 以 乙腈 为溶剂， 以65%的产率得到(2S,3R,4S,5R)-2-(pyridin-3-yloxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  Palladium-catalyzed C–C coupling: efficient preparation of new 5-thio-β-d-xylopyranosides as oral venous antithrombotic drugs

  摘要：

  First examples of a Suzuki and Stille cross-coupling reaction to prepare derivatives of pyridinyl 5-thio-beta-D-xylopyranosides are described. Some of these compounds are orally active in an animal model of venous thrombosis. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.050