(4aR,6S,8R,8aR)-8-Butyl-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester | 221387-01-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aR,6S,8R,8aR)-8-Butyl-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester
• 英文别名: methyl (4aR,6S,8R,8aR)-8-butyl-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-5,7,8,8a-tetrahydro-4aH-benzo[b][1,4]dioxine-6-carboxylate
• CAS: 221387-01-5
• 化学式: C₁₈H₃₂O₇
• 分子量: 360.448
• InChiKey: YZGVKFJKIIQDQT-AUFHPLSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4aR,6S,8R,8aR)-8-Butyl-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester 在 甲醇 、 磺酰氯 、 甲基磺酰氯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-丁基苯甲酸甲酯
  参考文献：
  名称：

  C3-Thia and C3-carba isosteres of a carbocyclic influenza neuraminidase inhibitor, (3R,4R,5S)-4-acetamido-5-amino-3-propoxyl-1-cyclohexene-1-carboxylic acid

  摘要：

  The importance of the oxygen atom in the C-3 ether side chain of a carbocyclic influenza neuraminidase inhibitor 3 was investigated by replacement of the C-3 ether oxygen atom of 3 with either a sulfur atom (compound 4) or a carbon atom (compound 5). The regio- and stereospecific syntheses of both isoteres are described starting from (-)-quinic acid. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00332-6
• 作为产物：
  描述：

  (4aR,6S,8aR)-8-But-(E)-ylidene-2,3-dimethoxy-2,3-dimethyl-6-triethylsilanyloxy-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester 在 palladium on activated charcoal 四丁基氟化铵 、 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 (4aR,6S,8R,8aR)-8-Butyl-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester
  参考文献：
  名称：

  C3-Thia and C3-carba isosteres of a carbocyclic influenza neuraminidase inhibitor, (3R,4R,5S)-4-acetamido-5-amino-3-propoxyl-1-cyclohexene-1-carboxylic acid

  摘要：

  The importance of the oxygen atom in the C-3 ether side chain of a carbocyclic influenza neuraminidase inhibitor 3 was investigated by replacement of the C-3 ether oxygen atom of 3 with either a sulfur atom (compound 4) or a carbon atom (compound 5). The regio- and stereospecific syntheses of both isoteres are described starting from (-)-quinic acid. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00332-6