(2S,3S,4S,5R,6S)-6-[(6-{[5-(benzyloxycarbonyl)-5-methylhexyl]oxy}-2,2-dimethylhexanoyl)oxy]-3,4,5-triacetoxytetrahydropyran-2-carboxylic acid benzyl ester | 863292-21-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4S,5R,6S)-6-[(6-{[5-(benzyloxycarbonyl)-5-methylhexyl]oxy}-2,2-dimethylhexanoyl)oxy]-3,4,5-triacetoxytetrahydropyran-2-carboxylic acid benzyl ester
• 英文别名: benzyl (2S,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[6-(5,5-dimethyl-6-oxo-6-phenylmethoxyhexoxy)-2,2-dimethylhexanoyl]oxyoxane-2-carboxylate
• CAS: 863292-21-1
• 化学式: C₄₂H₅₆O₁₄
• 分子量: 784.898
• InChiKey: OMPKZQSCOGNZNK-LTYAIIIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  56
• 可旋转键数：
  27
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  176
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S,5R,6S)-6-[(6-{[5-(benzyloxycarbonyl)-5-methylhexyl]oxy}-2,2-dimethylhexanoyl)oxy]-3,4,5-triacetoxytetrahydropyran-2-carboxylic acid benzyl ester 在 Candida antarctica lipase B 、 phosphate buffer 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 100.5h， 生成 (2S,3S,4S,5R,6S)-6-[(6-{[5-(benzyloxycarbonyl)-5-methylhexyl]oxy}-2,2-dimethylhexanoyl)oxy]-3,4,5-trihydroxytetrahydropyran-2-carboxylic acid
  参考文献：
  名称：

  Preparation of CI‐1027 Glucuronide: Metabolite of a Remarkable Lipid‐Modulating Agent

  摘要：

  The preparation of the 1 beta-glucuronide of the diacid, CI-1027, is described. The key synthetic steps are coupling of the mono-protected acid with bromoglucuronide, deacetylation, and enzymatic hydrolysis.

  DOI：

  10.1081/scc-200061648
• 作为产物：
  描述：

  methyl 2,3,4-(tri-O-acetyl-α-D-glucopyranosyl bromide)uronate 在 吡啶 、 silver(l) oxide 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 17.0h， 生成 (2S,3S,4S,5R,6S)-6-[(6-{[5-(benzyloxycarbonyl)-5-methylhexyl]oxy}-2,2-dimethylhexanoyl)oxy]-3,4,5-triacetoxytetrahydropyran-2-carboxylic acid benzyl ester
  参考文献：
  名称：

  Preparation of CI‐1027 Glucuronide: Metabolite of a Remarkable Lipid‐Modulating Agent

  摘要：

  The preparation of the 1 beta-glucuronide of the diacid, CI-1027, is described. The key synthetic steps are coupling of the mono-protected acid with bromoglucuronide, deacetylation, and enzymatic hydrolysis.

  DOI：

  10.1081/scc-200061648