6-O-(tetrahydropyran-2-yl)-3,4-di-O-acetyl-D-glucal | 1033614-21-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-O-(tetrahydropyran-2-yl)-3,4-di-O-acetyl-D-glucal
• CAS: 1033614-21-9
• 化学式: C₁₅H₂₂O₇
• 分子量: 314.335
• InChiKey: AFIOKVJPJKWBOS-VOFREWHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.31
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  80.29
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  6-O-(tetrahydropyran-2-yl)-3,4-di-O-acetyl-D-glucal 在 甲醇 、 sodium methylate 作用下， 反应 2.0h， 生成 6-O-(tetrahydropyran-2-yl)-D-glucal
  参考文献：
  名称：

  Stereoselective Synthesis of 2,3-Unsaturated 1,6-Oligosaccharides by Means of a Glycal-Derived Allyl Epoxide and N-Nosyl Aziridine

  摘要：

  beta-D-threo- and 4-deoxy-4-amino-alpha-D-erythro-hex-2-enopyranosyl di- (n = 0) and trisaccharides (n = 1) of types A and B were synthetized by means of a reiterative, completely stereoselective glycosylation process which makes use of the D-galactal-derived allyl epoxide 1 beta and D-allal-derived allyl N-nosyl aziridine 2 alpha, respectively.

  DOI：

  10.1021/ol800793f
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 3,4-二-O-乙酰基-D-葡萄糖醛 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以77%的产率得到6-O-(tetrahydropyran-2-yl)-3,4-di-O-acetyl-D-glucal
  参考文献：
  名称：

  Stereoselective Synthesis of 2,3-Unsaturated 1,6-Oligosaccharides by Means of a Glycal-Derived Allyl Epoxide and N-Nosyl Aziridine

  摘要：

  beta-D-threo- and 4-deoxy-4-amino-alpha-D-erythro-hex-2-enopyranosyl di- (n = 0) and trisaccharides (n = 1) of types A and B were synthetized by means of a reiterative, completely stereoselective glycosylation process which makes use of the D-galactal-derived allyl epoxide 1 beta and D-allal-derived allyl N-nosyl aziridine 2 alpha, respectively.

  DOI：

  10.1021/ol800793f