2,2-Dimethyl-propionic acid (3aR,5R,7R,7aS)-5,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ylmethyl ester | 198469-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,2-Dimethyl-propionic acid (3aR,5R,7R,7aS)-5,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ylmethyl ester
• CAS: 198469-34-0
• 化学式: C₁₅H₂₆O₆
• 分子量: 302.368
• InChiKey: BYMNMPZAPBYPLC-YYHMBLRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (3aR,5R,7R,7aS)-5,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ylmethyl ester 在 silver trifluoromethanesulfonate 、 溶剂黄146 、 1,1,3,3-四甲基脲 作用下， 反应 9.0h， 生成 (2R,3R,4S,5S,6R)-2-(((1R,2R,3R,5S)-3,5-dihydroxy-5-((pivaloyloxy)methyl)-2-(((2S,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)cyclohexyl)oxy)-6-((pivaloyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  Design and synthesis of sialyl Lex mimetics based on carbocyclic scaffolds derived from (−) quinic acid

  摘要：

  The synthesis of sialyl Lewis(x) mimetic anologs in which the D-glucosamine, D-galactose, and sialic acid residues are replaced individually with appropriate glycomimetics is described. A computational model for predicting bioactive conformations was tested. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10077-4
• 作为产物：
  描述：

  右旋奎宁酸 在 锂硼氢 、 氢气 、 二正丁基氧化锡 作用下， 反应 48.5h， 生成 2,2-Dimethyl-propionic acid (3aR,5R,7R,7aS)-5,7-dihydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ylmethyl ester
  参考文献：
  名称：

  Design and synthesis of sialyl Lex mimetics based on carbocyclic scaffolds derived from (−) quinic acid

  摘要：

  The synthesis of sialyl Lewis(x) mimetic anologs in which the D-glucosamine, D-galactose, and sialic acid residues are replaced individually with appropriate glycomimetics is described. A computational model for predicting bioactive conformations was tested. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10077-4