(3aR,5R,6R,6aR)-5-ethyl-2,2-dimethyl-6-(vinyl-1-d)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol | 137344-89-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,5R,6R,6aR)-5-ethyl-2,2-dimethyl-6-(vinyl-1-d)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
• CAS: 137344-89-9
• 化学式: C₁₁H₁₈O₄
• 分子量: 215.254
• InChiKey: IVGYCPQFXNPSBV-DLOLZICMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  5,6-dideoxy-1,2-O-isopropylidene-α-D-erythro-hexofuranos-3-ulose 在 lithium aluminium tetrahydride 、 乙基溴化镁 、 重水 作用下， 反应 8.0h， 生成 (3aR,5R,6R,6aR)-5-ethyl-2,2-dimethyl-6-(vinyl-1-d)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
  参考文献：
  名称：

  Diacetone glucose architecture as a chirality template I. Crucial effects of the intramolecular oxygens upon the LiAlH4 reduction of the propargyl alcohol of 3-C-ethynyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose derivatives

  摘要：

  The facile as well as regio- and stereoselective reactivity of 3-C-ethynl-1,2:5,6-di-O-isopropylidene-alpha-D-allofuranose derivatives for LiAlH4 reduction into the corresponding ethenyl derivatives were investigated. The effect of oxygen atoms on the reduction is discussed by means of semi-empirical MO calculation.

  DOI：

  10.1016/s0040-4020(01)96152-6