(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate | 866719-67-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
• CAS: 866719-67-7
• 化学式: C₂₉H₂₄Cl₃NO₉
• 分子量: 636.87
• InChiKey: VLDKIHIMZWVEKF-GWQOTCSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.74
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  141.44
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 、 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl trichloroacetimidate 在 5A molecular sieve 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以28 mg的产率得到1,6-anhydro-2,3,4-tri-O-benzoyl-β-D-glucopyranose
  参考文献：
  名称：

  Some Aspects of Selectivity in the Reaction of Glycosyl Donors*

  摘要：

  Some advantages, disadvantages, and anomalies of various donors in glycosidations are discussed. By studying several two-component donor/acceptor-diol reactions, it is shown that regiopreferences are not very sensitive to the type of donor used. However, in competitive glycosidations within a given type of donor and between different types of donor, it is shown that regio- and chemoselectivities must be indexed to donor reactivity.

  DOI：

  10.1080/07328300500176528
• 作为产物：
  描述：

  2,3,4-tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-α-D-glucopyranosyl trichloroacetimidate 在 吡啶 、 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以80%的产率得到(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
  参考文献：
  名称：

  Some Aspects of Selectivity in the Reaction of Glycosyl Donors*

  摘要：

  Some advantages, disadvantages, and anomalies of various donors in glycosidations are discussed. By studying several two-component donor/acceptor-diol reactions, it is shown that regiopreferences are not very sensitive to the type of donor used. However, in competitive glycosidations within a given type of donor and between different types of donor, it is shown that regio- and chemoselectivities must be indexed to donor reactivity.

  DOI：

  10.1080/07328300500176528