(2R,4S,5R)-2-Methyl-5-(2-oxo-ethoxy)-[1,3]dioxane-4-carbaldehyde O-benzyl-oxime | 325484-50-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (2R,4S,5R)-2-Methyl-5-(2-oxo-ethoxy)-[1,3]dioxane-4-carbaldehyde O-benzyl-oxime
• CAS: 325484-50-2
• 化学式: C₁₅H₁₉NO₅
• 分子量: 293.32
• InChiKey: AKSBIOUFIVFNMX-VHDGCEQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.53
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  66.35
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2R,4S,5R)-2-Methyl-5-(2-oxo-ethoxy)-[1,3]dioxane-4-carbaldehyde O-benzyl-oxime 在 tribenzyltin hydride 、 偶氮二异丁腈 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 (2R,4aR,7S,8R,8aS)-2-methyl-8-(phenylmethoxyamino)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-ol 、 (2R,4aR,7R,8R,8aS)-2-methyl-8-(phenylmethoxyamino)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-ol 、 (2R,4aR,7S,8S,8aS)-2-methyl-8-(phenylmethoxyamino)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-ol
  参考文献：
  名称：

  Radical Cyclization of Oxime Ethers Derived from Monosaccharides Aiming at the Synthesis of Dysiherbaine and Related Stereoisomers

  摘要：

  Stannyl radical-mediated cyclization of oxime ethers (6), (14), (22), and (29) derived from glucose and galactose afforded the cyclized aminosugar derivatives (7), (8), (15, 16 and 17), (23), (24), and (30, 31 and 32) which would serve as key intermediates for the synthesis of dysiherbaine and its isomers.

  DOI：

  10.3987/com-00-9056
• 作为产物：
  描述：

  (2R,4R,5R)-5-羟基-2-甲基-1,3-二恶烷-4-甲醛 在 sodium periodate 、 四氧化锇 、 sodium hydride 作用下， 生成 (2R,4S,5R)-2-Methyl-5-(2-oxo-ethoxy)-[1,3]dioxane-4-carbaldehyde O-benzyl-oxime
  参考文献：
  名称：

  Radical Cyclization of Oxime Ethers Derived from Monosaccharides Aiming at the Synthesis of Dysiherbaine and Related Stereoisomers

  摘要：

  Stannyl radical-mediated cyclization of oxime ethers (6), (14), (22), and (29) derived from glucose and galactose afforded the cyclized aminosugar derivatives (7), (8), (15, 16 and 17), (23), (24), and (30, 31 and 32) which would serve as key intermediates for the synthesis of dysiherbaine and its isomers.

  DOI：

  10.3987/com-00-9056