2,3:4,5-di-O-isipropylidene-D-galactonic acid | 1191236-40-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3:4,5-di-O-isipropylidene-D-galactonic acid
• 英文别名: (4R,5S)-5-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid
• CAS: 1191236-40-4
• 化学式: C₁₂H₂₀O₇
• 分子量: 276.287
• InChiKey: AOLRVHZXDZQMCF-RYPBNFRJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,3:4,5-di-O-isipropylidene-D-galactonic acid 、 溴甲苯 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以92%的产率得到benzyl (4R,5S)-5-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate
  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：

  methyl 2,3:4,5-di-O-isopropylidene-D-galactonate 在 水 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 以95%的产率得到2,3:4,5-di-O-isipropylidene-D-galactonic 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

文献信息

• Cyclic oligomers (macroaldonolactones) from a protected d-galactonic acid monomer
  作者：C. Lorena Romero Zaliz、Oscar Varela

  DOI：10.1016/j.tetlet.2009.07.123

  日期：2009.10

  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.