(1S,2S,3S,4R,5R)-4,5-bis(hydroxymethyl)cyclohexane-1,2,3-triol | 1256355-90-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2S,3S,4R,5R)-4,5-bis(hydroxymethyl)cyclohexane-1,2,3-triol
• CAS: 1256355-90-4
• 化学式: C₈H₁₆O₅
• 分子量: 192.212
• InChiKey: BFHXXVIKJYBTDF-WXUMCUSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  101
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以75%的产率得到(1S,2S,3S,4R,5R)-4,5-bis(hydroxymethyl)cyclohexane-1,2,3-triol
  参考文献：
  名称：

  Asymmetric synthesis of hydroxy-skipped bishomo-inositols as potential glycosidase inhibitors

  摘要：

  Four isomeric hydroxy-skipped bishomo-inositol analogs have been synthesized from both enantiomers of 5-hydroxymethyl-2-cyclohexenone. Sharpless asymmetric dihydroxylation and substrate-directed anionic hydroxymethylation are the key reactions which have been employed successfully for the synthesis of new cyclitols. The synthesized cyclitols have been screened for their inhibitory effect on alpha- and beta-glycosidases. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.033