allyl 2-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside | 263893-88-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 2-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
• 英文别名: Bn(-2)[Bn(-3)][Bn(-4)]Man6Ac(a1-2)[Bn(-3)][Bn(-4)][Bn(-6)]Man(a)-O-allyl；[(2R,3R,4S,5S,6R)-6-[(2S,3S,4S,5R,6R)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-2-prop-2-enoxyoxan-3-yl]oxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl acetate
• CAS: 263893-88-5
• 化学式: C₅₉H₆₄O₁₂
• 分子量: 965.15
• InChiKey: DTKAJDARFHKKCB-CICSSAGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  71
• 可旋转键数：
  27
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  allyl 2-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 在 吡啶 、 2-氯-1,3,2-苯并二氧磷杂环己烷-4-酮 、 sodium methylate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 5.0h， 生成 ((2R,3R,4S,5S,6R)-6-(((2S,3S,4S,5R,6R)-2-(allyloxy)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-3,4,5-tris(benzyloxy)tetrahydro-2H-pyran-2-yl)methyl hydrogen phosphonate
  参考文献：
  名称：

  Syntheses of Partial Structures of Glycosyl Phosphatidylinositol Anchor

  摘要：

  The triethylamine salts of AcNHCH2CH2PO4H-->6Man alpha(1-->2)Man alpha 1-->OCH2CH2CH3 and AcNHCH2CH2PO4H-->6Man alpha(1-->2)Man alpha(1-->6)Man alpha 1-->OCH2CH2CH3 were synthesized. These mannosyl residues were constructed by the dimethylphosphinothioate method. The introduction of the phosphodiester function was achieved by the hydrogen-phosphate method.

  DOI：

  10.3987/com-99-s65
• 作为产物：
  描述：

  6-O-acetyl-2,3,4-tri-O-benzyl-D-mannopyranose 在 正丁基锂 、 silver perchlorate 作用下， 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 反应 2.75h， 生成 allyl 2-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
  参考文献：
  名称：

  Syntheses of Partial Structures of Glycosyl Phosphatidylinositol Anchor

  摘要：

  The triethylamine salts of AcNHCH2CH2PO4H-->6Man alpha(1-->2)Man alpha 1-->OCH2CH2CH3 and AcNHCH2CH2PO4H-->6Man alpha(1-->2)Man alpha(1-->6)Man alpha 1-->OCH2CH2CH3 were synthesized. These mannosyl residues were constructed by the dimethylphosphinothioate method. The introduction of the phosphodiester function was achieved by the hydrogen-phosphate method.

  DOI：

  10.3987/com-99-s65