Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3S,4S,5R,6R)-2-[2-(2-azido-ethoxy)-ethoxy]-3,5-dihydroxy-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester | 213197-54-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3S,4S,5R,6R)-2-[2-(2-azido-ethoxy)-ethoxy]-3,5-dihydroxy-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester
• CAS: 213197-54-7
• 化学式: C₃₄H₅₁N₃O₂₁
• 分子量: 837.786
• InChiKey: PPALCCPLGIXSDO-KOVUUARYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.74
• 重原子数：
  58.0
• 可旋转键数：
  18.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  311.63
• 氢给体数：
  2.0
• 氢受体数：
  22.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3S,4S,5R,6R)-2-[2-(2-azido-ethoxy)-ethoxy]-3,5-dihydroxy-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester 在 palladium on activated charcoal 氢气 、 sodium methylate 作用下， 生成 5-amino-3-oxapentyl 3,6-di-O-(α-L-rhamnopyranosyl)-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of Neoglycolipids Containing Oligosaccharides Based on 3,6-Branched-α-D-Mannopyranosides as the Carbohydrate Moieties

  摘要：

  Several oligosaccharides containing 3,6-branched-alpha-D-mannopyranosides were obtained by selective glycosylation of 5-azido-3-oxapentyl alpha-D-mannopyranoside with acetobromosugars. After deacetylation and reduction of the spacer azido group, the oligosaccharides were coupled with the activated hemisuccinate derivatives of cholesterol and 1,2-di-O-alkylglycerol. The neoglycolipids so obtained were characterized by NMR spectroscopy and will be used as liposome coating molecules for targeting entrapped antigens.

  DOI：

  10.1080/07328309808007460
• 作为产物：
  描述：

  2,3,4,6-四-O-乙酰基-1-溴-Alpha-D-甘露糖 在 sodium methylate 、 氰化汞 、 mercury dibromide 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 2.5h， 生成 Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3S,4S,5R,6R)-2-[2-(2-azido-ethoxy)-ethoxy]-3,5-dihydroxy-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis of Neoglycolipids Containing Oligosaccharides Based on 3,6-Branched-α-D-Mannopyranosides as the Carbohydrate Moieties

  摘要：

  Several oligosaccharides containing 3,6-branched-alpha-D-mannopyranosides were obtained by selective glycosylation of 5-azido-3-oxapentyl alpha-D-mannopyranoside with acetobromosugars. After deacetylation and reduction of the spacer azido group, the oligosaccharides were coupled with the activated hemisuccinate derivatives of cholesterol and 1,2-di-O-alkylglycerol. The neoglycolipids so obtained were characterized by NMR spectroscopy and will be used as liposome coating molecules for targeting entrapped antigens.

  DOI：

  10.1080/07328309808007460