(3R,4R,5R,6S)-6-Hexyl-5-hydroxymethyl-piperidine-3,4-diol | 852213-76-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: (3R,4R,5R,6S)-6-Hexyl-5-hydroxymethyl-piperidine-3,4-diol
• 英文别名: 3,4-Piperidinediol, 6-hexyl-5-(hydroxymethyl)-, (3R,4R,5R,6S)-；(3R,4R,5R,6S)-6-hexyl-5-(hydroxymethyl)piperidine-3,4-diol
• CAS: 852213-76-4
• 化学式: C₁₂H₂₅NO₃
• 分子量: 231.335
• InChiKey: WWWVFLGYRMNEFO-NNYUYHANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  72.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-1-((3aS,4S,7R,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-heptylamine 在 palladium dihydroxide 氢气 、 溶剂黄146 、 盐酸 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 生成 (3R,4R,5R,6S)-6-Hexyl-5-hydroxymethyl-piperidine-3,4-diol
  参考文献：
  名称：

  高效强力β-葡萄糖脑苷脂酶抑制剂的合理设计和合成。

  摘要：

  DOI：

  10.1002/anie.200502662

文献信息

• HYDROXY PIPERIDINE DERIVATIVES TO TREAT GAUCHER DISEASE
  申请人：Fan Jian-Qiang

  公开号：US20100189708A1

  公开（公告）日：2010-07-29

  The present invention provides novel hydroxy piperidine (HP) derivatives having (i) a positive charge at the position corresponding to the anomeric position of a pyranose ring; (ii) a short, flexible linker emanating from the corresponding position of the ring oxygen in a pyranose; and (iii) a lipophilic moiety connected to the linker and pharmaceutically acceptable salts thereof. The linker can be absent if the lipophilic moiety corresponds to a hydrocarbon chain with a linear length of 6 or more carbons. The present invention further provides a method for treating individuals having Gaucher disease by administering the novel HP derivative as “active-site specific chaperones” for the mutant glucocerebrosidase associated with the disease.
• Rational Design and Synthesis of Highly Potent β-Glucocerebrosidase Inhibitors
  作者：Xiaoxiang Zhu、Kamlesh A. Sheth、Shihong Li、Hui-Hwa Chang、Jian-Qiang Fan

  DOI：10.1002/anie.200502662

  日期：2005.11.18