6-[(2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-((3aR,4R,6R,7R,7aS)-4-acetoxymethyl-7-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoic acid methyl ester | 181026-02-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: 6-[(2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-((3aR,4R,6R,7R,7aS)-4-acetoxymethyl-7-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoic acid methyl ester
• CAS: 181026-02-8
• 化学式: C₃₇H₅₂O₁₇
• 分子量: 768.81
• InChiKey: POYZQMPSKXPZTK-GZLCSONNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  54.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  196.11
• 氢给体数：
  0.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  6-[(2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-((3aR,4R,6R,7R,7aS)-4-acetoxymethyl-7-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoic acid methyl ester 在 氢气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成
  参考文献：
  名称：

  Chemical approaches to bacterial vaccines. synthesis of mycobacterial oligosaccharide-protein conjugates for use as serodiagnostics and immunogens

  摘要：

  Di- to penta-saccharide fragments (2-5) of Polysaccharide II (PS-II) of Mycobacterium tuberculosis were synthesized in spacer-linked form in a stepwise fashion using a new glycosyl donor featuring a trans-fused isopropylidene diol-protecting group. Covalent attachment of the oligosaccharides to proteins provides semi-synthetic antigens and immunogens which are being used to probe the role of PS-II as a possible mycobacterial antigen.

  DOI：

  10.1016/0960-894x(96)00235-1
• 作为产物：
  描述：

  methyl 6-[(2S,3R,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-phenylmethoxyoxan-2-yl]oxyhexanoate 在 palladium on activated charcoal 2,6-二叔丁基-4-甲基吡啶 、 4 A molecular sieve 、 氢气 、 silver trifluoromethanesulfonate 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 24.5h， 生成 6-[(2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-((3aR,4R,6R,7R,7aS)-4-acetoxymethyl-7-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoic acid methyl ester
  参考文献：
  名称：

  Chemical approaches to bacterial vaccines. synthesis of mycobacterial oligosaccharide-protein conjugates for use as serodiagnostics and immunogens

  摘要：

  Di- to penta-saccharide fragments (2-5) of Polysaccharide II (PS-II) of Mycobacterium tuberculosis were synthesized in spacer-linked form in a stepwise fashion using a new glycosyl donor featuring a trans-fused isopropylidene diol-protecting group. Covalent attachment of the oligosaccharides to proteins provides semi-synthetic antigens and immunogens which are being used to probe the role of PS-II as a possible mycobacterial antigen.

  DOI：

  10.1016/0960-894x(96)00235-1