Acetic acid (2R,3R,4R,5S,6S)-3,5-diacetoxy-2-acetoxymethyl-6-((E)-hex-1-enyl)-tetrahydro-pyran-4-yl ester | 135067-81-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Acetic acid (2R,3R,4R,5S,6S)-3,5-diacetoxy-2-acetoxymethyl-6-((E)-hex-1-enyl)-tetrahydro-pyran-4-yl ester
• 英文别名: [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-hex-1-enyl]oxan-2-yl]methyl acetate
• CAS: 135067-81-1
• 化学式: C₂₀H₃₀O₉
• 分子量: 414.453
• InChiKey: AGBFIJNZQGRFLG-YLSGINIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  乙酸酐 、 2,2-Dimethyl-propionic acid (2R,3R,4R,5S,6S)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-((E)-hex-1-enyl)-tetrahydro-pyran-4-yl ester 在 吡啶 、 lithium aluminium tetrahydride 作用下， 生成 Acetic acid (2R,3R,4R,5S,6S)-3,5-diacetoxy-2-acetoxymethyl-6-((E)-hex-1-enyl)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Acid-induced anomerization of 1-deoxy-1-C-alkenylglycopyranose derivatives

  摘要：

  Precise conditions permitting equilibration between alpha- and beta-anomers of certain 1-deoxy-1-C-alkenylglycopyranose compounds have been established. It is shown that the beta-configuration is favored over the alpha- by a ratio of more than 9:1 at equilibrium. Under these conditions stereoconvergent access to the beta-alkenylglycopyranose derivatives may be achieved in preparatively useful yields.

  DOI：

  10.1016/s0040-4039(00)79679-1