Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,3R,4R,5S,6R)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-2-(4-methoxy-benzyloxy)-tetrahydro-pyran-4-yloxy]-tetrahydro-pyran-3-yl ester | 161068-38-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,3R,4R,5S,6R)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-2-(4-methoxy-benzyloxy)-tetrahydro-pyran-4-yloxy]-tetrahydro-pyran-3-yl ester
• CAS: 161068-38-8
• 化学式: C₃₇H₄₇NO₁₆
• 分子量: 761.777
• InChiKey: OZRZYUIGLPCLJJ-ILPJMYAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.49
• 重原子数：
  54.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  209.91
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,3R,4R,5S,6R)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-2-(4-methoxy-benzyloxy)-tetrahydro-pyran-4-yloxy]-tetrahydro-pyran-3-yl ester 在 吡啶 、 三甲基氨基磺酸 、 四丁基溴化铵 、 二正丁基氧化锡 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 73.0h， 生成
  参考文献：
  名称：

  Regioselective sulfation of galactose derivatives through the stannylene procedure. New synthesis of the 3′-O-sulfated Lewisa trisaccharide

  摘要：

  Free or 6-protected beta-D-galactopyranosides afforded, in excellent yields, the 3'-O-sulfate as the only product through the stannylene procedure. This methodology was successfully applied to the synthesis of the 3'-O-sulfated Lewis(a) trisaccharide, an oligosaccharide reported as ligand of E- and L-selectins.

  DOI：

  10.1016/s0040-4039(00)78500-5
• 作为产物：
  描述：

  Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(4aR,6R,7R,8R,8aS)-7-acetylamino-6-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester 在 盐酸 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以83%的产率得到Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,3R,4R,5S,6R)-3-acetylamino-6-benzyloxymethyl-5-hydroxy-2-(4-methoxy-benzyloxy)-tetrahydro-pyran-4-yloxy]-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Regioselective sulfation of galactose derivatives through the stannylene procedure. New synthesis of the 3′-O-sulfated Lewisa trisaccharide

  摘要：

  Free or 6-protected beta-D-galactopyranosides afforded, in excellent yields, the 3'-O-sulfate as the only product through the stannylene procedure. This methodology was successfully applied to the synthesis of the 3'-O-sulfated Lewis(a) trisaccharide, an oligosaccharide reported as ligand of E- and L-selectins.

  DOI：

  10.1016/s0040-4039(00)78500-5