6-O-(tetrahydropyran-2-yl)-3-deoxy-3-azido-4-O-mesyl-D-gulal | 1033614-60-6

• 分子结构分类: 有机化合物
• 英文名称: 6-O-(tetrahydropyran-2-yl)-3-deoxy-3-azido-4-O-mesyl-D-gulal
• CAS: 1033614-60-6
• 化学式: C₁₁H₁₇N₃O₄
• 分子量: 255.274
• InChiKey: PHCWVZABJGSQJD-FPTZPQHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  96.68
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-O-(tetrahydropyran-2-yl)-3-deoxy-3-azido-4-O-mesyl-D-gulal 在 lithium aluminium tetrahydride 、 sodium hydroxide 、 水 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 6-O-(2-tetrahydropyranyl)-3-deoxy-3-amino-D-gulal
  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：

  6-O-(2-tetrahydropyranyl)-4-O-mesyl-D-glucal 在 potassium tert-butylate 、 N,N,N',N'-四甲基胍叠氮化物 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 6-O-(tetrahydropyran-2-yl)-3-deoxy-3-azido-4-O-mesyl-D-gulal
  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