cyclo [(2,3:4,5-di-O-isopropylidene-(1->6)-D-galactonate)2] | 1191236-41-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: cyclo [(2,3:4,5-di-O-isopropylidene-(1->6)-D-galactonate)2]
• 英文别名: (1S,2S,6R,10R,14S,15S,19R,23R)-4,4,12,12,17,17,25,25-octamethyl-3,5,8,11,13,16,18,21,24,26-decaoxapentacyclo[21.3.0.02,6.010,14.015,19]hexacosane-7,20-dione
• CAS: 1191236-41-5
• 化学式: C₂₄H₃₆O₁₂
• 分子量: 516.543
• InChiKey: AMEJMLBGVJAPJV-VTGMPIQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  36
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  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

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.