(2R,4S,5R,6R)-4-Acetoxy-5-(2-acetoxy-acetylamino)-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester | 156549-43-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4S,5R,6R)-4-Acetoxy-5-(2-acetoxy-acetylamino)-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
• 英文别名: methyl (2R,4S,5R,6R)-4-acetyloxy-5-[(2-acetyloxyacetyl)amino]-2-[[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-phenylmethoxyoxan-2-yl]methoxy]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• CAS: 156549-43-8
• 化学式: C₄₁H₅₃NO₂₃
• 分子量: 927.865
• InChiKey: YXLIPGMKYWYRQJ-SIZNFVHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  65
• 可旋转键数：
  29
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  303
• 氢给体数：
  1
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  (2R,4S,5R,6R)-4-Acetoxy-5-(2-acetoxy-acetylamino)-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 在 钯 氢气 作用下， 以99.4%的产率得到(2R,4S,5R,6R)-4-Acetoxy-5-(2-acetoxy-acetylamino)-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-hydroxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of ganglioside M5 from sea urchin egg

  摘要：

  A main component of ganglioside M5 from egg of the sea urchin, Anthocidaris crassispina, Neu5Gc alpha 2-->6Glc beta 1-->1Cer (1), which has N-glycolyl group in neuraminic acid part, as well as phytosphingosine and saturated nonhydroxy fatty acid in ceramide part was first synthesized starting from N-acetylneuraminic acid.

  DOI：

  10.1016/s0040-4039(00)77010-9
• 作为产物：
  描述：

  乙酸酐 、 在 吡啶 作用下， 生成 (2R,4S,5R,6R)-4-Acetoxy-5-(2-acetoxy-acetylamino)-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of ganglioside M5 from sea urchin egg

  摘要：

  A main component of ganglioside M5 from egg of the sea urchin, Anthocidaris crassispina, Neu5Gc alpha 2-->6Glc beta 1-->1Cer (1), which has N-glycolyl group in neuraminic acid part, as well as phytosphingosine and saturated nonhydroxy fatty acid in ceramide part was first synthesized starting from N-acetylneuraminic acid.

  DOI：

  10.1016/s0040-4039(00)77010-9