(R)-2-{(4R,5S)-5-[(S)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-4-methoxy-5-oxo-2,5-dihydro-furan-3-carboxylic acid tert-butyl ester | 141692-94-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-{(4R,5S)-5-[(S)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-4-methoxy-5-oxo-2,5-dihydro-furan-3-carboxylic acid tert-butyl ester
• CAS: 141692-94-6
• 化学式: C₂₀H₂₉NO₉
• 分子量: 427.452
• InChiKey: KHPGSSKZVYASHF-GGXZVJIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.85
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  122.11
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  (3aR,4R,6S,6aS)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-3a,4,6,6a-tetrahydro-furo[3,4-d]oxazol-4-ol 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 336.0h， 生成 (R)-2-{(4R,5S)-5-[(S)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-4-methoxy-5-oxo-2,5-dihydro-furan-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of 6-epi- and 4,6-bisepi-N-acetyl-D-neuraminic acid by aldol condensation

  摘要：

  Reaction of allofurano-2,3-oxazoline 2 with potassium ditert.butyl oxaloacetate afforded the two diastereomeric compounds 3 and 3a which, after deblocking and alkaline treatment, are converted to the two epimeric sialic acids 5 and 5a.

  DOI：

  10.1016/s0040-4039(00)74163-3