(4R,5S)-5-[(4S,5R)-5-[[(4R,5S)-5-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carbonyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid | 1191236-48-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,5S)-5-[(4S,5R)-5-[[(4R,5S)-5-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carbonyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid
• CAS: 1191236-48-2
• 化学式: C₂₄H₃₈O₁₃
• 分子量: 534.558
• InChiKey: MSACJPCVLHFLOU-VTGMPIQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  158
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  (4R,5S)-5-[(4S,5R)-5-[[(4R,5S)-5-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carbonyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85%的产率得到cyclo [(2,3:4,5-di-O-isopropylidene-(1->6)-D-galactonate)2]
  参考文献：
  名称：

  Cyclic oligomers (macroaldonolactones) from a protected d-galactonic acid monomer

  摘要：

  Dicyclohexylcarbodiimide-promoted self-condensation of 2,3:4,5-di-O-isopropylidene-D-galactonic acid (3) led to the macrocyclic oligomeric cyclo[(2,3:4,5-di-O-isopropylidene-(1 -> 6)-D-galactonate)(2)] (4) and cyclo[(2,3:4,5-di-O-isopropylidene-(1 -> 6)-D-galactonate)(3)] (5), having, respectively, 14- and 21-membered rings. The macrocycles 4 and 5 were also synthesized by cyclization of the respective linear dinner 11 and trimer 14 omega-hydroxy acids precursors prepared by stepwise additions of 3. Compounds 4 and 5 are biomaterials that may be described as macrolactone-cyclodextrins. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.123
• 作为产物：
  描述：

  [(4R,5S)-5-[(4S,5R)-2,2-dimethyl-5-phenylmethoxycarbonyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methyl (4R,5S)-5-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 生成 (4R,5S)-5-[(4S,5R)-5-[[(4R,5S)-5-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carbonyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid
  参考文献：
  名称：

  Cyclic oligomers (macroaldonolactones) from a protected d-galactonic acid monomer

  摘要：

  Dicyclohexylcarbodiimide-promoted self-condensation of 2,3:4,5-di-O-isopropylidene-D-galactonic acid (3) led to the macrocyclic oligomeric cyclo[(2,3:4,5-di-O-isopropylidene-(1 -> 6)-D-galactonate)(2)] (4) and cyclo[(2,3:4,5-di-O-isopropylidene-(1 -> 6)-D-galactonate)(3)] (5), having, respectively, 14- and 21-membered rings. The macrocycles 4 and 5 were also synthesized by cyclization of the respective linear dinner 11 and trimer 14 omega-hydroxy acids precursors prepared by stepwise additions of 3. Compounds 4 and 5 are biomaterials that may be described as macrolactone-cyclodextrins. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.123