6'-O-triphenylmethyl-2,3,4,6,1',4',2",3",4",6"-deca-O-acetylmelezitose | 431949-58-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: 6'-O-triphenylmethyl-2,3,4,6,1',4',2",3",4",6"-deca-O-acetylmelezitose
• 英文别名: 6'-O-triphenylmethyl-1',2,2'',3,3'',4,4',4'',6,6''-deca-O-acetylmelezitose；[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(2S,3S,4R,5R)-4-acetyloxy-2-(acetyloxymethyl)-2-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-5-(trityloxymethyl)oxolan-3-yl]oxyoxan-2-yl]methyl acetate
• CAS: 431949-58-5
• 化学式: C₅₇H₆₆O₂₆
• 分子量: 1167.14
• InChiKey: PYUKUNQIVIUGAW-AIFCWJPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  83
• 可旋转键数：
  33
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  318
• 氢给体数：
  0
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  6'-O-triphenylmethyl-2,3,4,6,1',4',2",3",4",6"-deca-O-acetylmelezitose 在 盐酸 作用下， 以 二氯甲烷 、 溶剂黄146 、 苯 为溶剂， 反应 36.0h， 以68%的产率得到2,3,4,6,1',6',2",3",4",6"-deca-O-acetylmelezitose
  参考文献：
  名称：

  摘要：

  The reactivity of melezitose hydroxy groups was studied by tritylation in pyridine with subsequent acetylation. After partial detritylation of the products, acetyl group transfer from position 4 to 6 was observed. The structure of the prepared melezitose derivatives was established on the basis of their IR, H-1, C-13, and H-1-H-1 COSY NMR, and mass spectra (fast atom bombardment), as well as from the results of model calculations performed with the aid of SGI Indigo Molecule-Pattern-Work-Station software package (Biosym) where the potential energy function was approximated with the CVFF potential. The reactivity of primary hydroxy groups in melezitose was found to decrease in the following order: 6' > 6 approximate to 6" > 1'.

  DOI：

  10.1023/a:1025593715104
• 作为产物：
  描述：

  乙酸酐 、 三苯基氯甲烷 、 D-(+)-松三糖水合物 以 吡啶 为溶剂， 反应 42.0h， 以26.8%的产率得到6'-O-triphenylmethyl-2,3,4,6,1',4',2",3",4",6"-deca-O-acetylmelezitose
  参考文献：
  名称：

  摘要：

  The reactivity of melezitose hydroxyls is studied during tritylation in pyridine. Some novel derivatives of melezitose are prepared. An acetyl is transferred from the 4- to the 6-position after detritylation of 3 and 4. ne structures of the products are proved by elemental analysis; H-1, C-13, and H-1-H-1 COSY NMR spectra; IR spectra; and fast-atom bombardment mass spectrometry.

  DOI：

  10.1023/a:1014497321272