(2S,2'R,2''R,3S,4S,6'S,6''S)-2-O,3-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-bi-2H-pyran-2,2'-diyl)-xylitol | 172790-28-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,2'R,2''R,3S,4S,6'S,6''S)-2-O,3-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-bi-2H-pyran-2,2'-diyl)-xylitol
• CAS: 172790-28-2
• 化学式: C₁₇H₃₀O₇
• 分子量: 346.421
• InChiKey: HXVUKBNSNUUXCT-OPCFMFSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.69
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  97.61
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2S,2'R,2''R,3S,4S,6'S,6''S)-2-O,3-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-bi-2H-pyran-2,2'-diyl)-xylitol 在 四丁基碘化铵 、 sodium hydride 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 (2S,3R,4R)-1-O,4-O,5-O-tribenzyl-L-xylitol
  参考文献：
  名称：

  Dispiroketals in synthesis (part 19)1: Dispiroketals as enantioselective and regioselective protective agents for symmetric cyclic and acyclic polyols.

  摘要：

  The enantioselective preparation of both enantiomers of a C-2-symmetric diphenyl-bi-dihydropyran 3 and 4 is described. The application of enantiopure bi-dihydropyrans 1 - 4 towards the simultaneous enantioselective differentiation and regioselective protection of a range of cyclic and acyclic symmetrical polyols (23, 37, 43, 45, 54, 61 and 66) is investigated. Several deprotections utilising trifluoroacetic acid (TFA) and a transketalisation with acidic glycerol are presented.

  DOI：

  10.1016/0957-4166(95)00318-j
• 作为产物：
  描述：

  (2S,3R,4R)-1,5-Bis-(tert-butyl-diphenyl-silanyloxy)-pentane-2,3,4-triol 在 camphor-10-sulfonic acid 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 40.0h， 生成 (2S,2'R,2''R,3S,4S,6'S,6''S)-2-O,3-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-bi-2H-pyran-2,2'-diyl)-xylitol
  参考文献：
  名称：

  Dispiroketals in synthesis (part 19)1: Dispiroketals as enantioselective and regioselective protective agents for symmetric cyclic and acyclic polyols.

  摘要：

  The enantioselective preparation of both enantiomers of a C-2-symmetric diphenyl-bi-dihydropyran 3 and 4 is described. The application of enantiopure bi-dihydropyrans 1 - 4 towards the simultaneous enantioselective differentiation and regioselective protection of a range of cyclic and acyclic symmetrical polyols (23, 37, 43, 45, 54, 61 and 66) is investigated. Several deprotections utilising trifluoroacetic acid (TFA) and a transketalisation with acidic glycerol are presented.

  DOI：

  10.1016/0957-4166(95)00318-j