(2R,3S,4S,5R,6R)-5-Acetoxy-3,4-bis-benzyloxy-6-((3R,4R,5R,6R)-2,5-diacetoxy-3-azido-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester | 200274-38-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4S,5R,6R)-5-Acetoxy-3,4-bis-benzyloxy-6-((3R,4R,5R,6R)-2,5-diacetoxy-3-azido-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS: 200274-38-0
• 化学式: C₄₀H₄₅N₃O₁₄
• 分子量: 791.809
• InChiKey: UQNIMZZRRVULQC-MFXMVSAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  57.0
• 可旋转键数：
  17.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  209.34
• 氢给体数：
  0.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,5R,6R)-5-Acetoxy-3,4-bis-benzyloxy-6-((3R,4R,5R,6R)-2,5-diacetoxy-3-azido-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 苄胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (2R,3S,4S,5R,6R)-5-Acetoxy-6-[(2R,3R,4R,5R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-3,4-bis-benzyloxy-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and anti-thrombin activity of a hexasaccharide corresponding to the binding site of dermatan sulfate to heparin cofactor II

  摘要：

  A new synthetic route is described toward the hexasaccharide representing the heparin cofactor II binding region of dermatan sulfate, The anti-thrombin activity of this synthetic hexasaccharide is reported here for the first time, This compound is about mio hundred times less active than dermatan sulfate itself for its ability to inhibit thrombin via heparin cofactor II. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10082-8
• 作为产物：
  描述：

  pent-4-enyl 3-O-benzyl-α-L-idopyranoside 在 chromium(VI) oxide 、 三乙基硅烷 、 4-二甲氨基吡啶 、 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 sodium methylate 、 四氯化钛 、 三乙胺 、 三氟乙酸 作用下， 以 吡啶 、 乙醇 、 二氯甲烷 、 硫酸 为溶剂， 反应 5.25h， 生成 (2R,3S,4S,5R,6R)-5-Acetoxy-3,4-bis-benzyloxy-6-((3R,4R,5R,6R)-2,5-diacetoxy-3-azido-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and anti-thrombin activity of a hexasaccharide corresponding to the binding site of dermatan sulfate to heparin cofactor II

  摘要：

  A new synthetic route is described toward the hexasaccharide representing the heparin cofactor II binding region of dermatan sulfate, The anti-thrombin activity of this synthetic hexasaccharide is reported here for the first time, This compound is about mio hundred times less active than dermatan sulfate itself for its ability to inhibit thrombin via heparin cofactor II. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10082-8