methyl (2R,3S,4S,5R,6R)-5-acetyloxy-3-hydroxy-6-[(2R,3S,4R,5R,6S)-6-methoxy-4-phenylmethoxy-5-(phenylmethoxycarbonylamino)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4-phenylmethoxyoxane-2-carboxylate | 110255-42-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (2R,3S,4S,5R,6R)-5-acetyloxy-3-hydroxy-6-[(2R,3S,4R,5R,6S)-6-methoxy-4-phenylmethoxy-5-(phenylmethoxycarbonylamino)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4-phenylmethoxyoxane-2-carboxylate
• CAS: 110255-42-0
• 化学式: C₄₅H₅₁NO₁₄
• 分子量: 829.898
• InChiKey: VNHSYRZIEIUKTN-OOGRADFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  60
• 可旋转键数：
  21
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  176
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  methyl (2R,3S,4S,5R,6R)-5-acetyloxy-3-hydroxy-6-[(2R,3S,4R,5R,6S)-6-methoxy-4-phenylmethoxy-5-(phenylmethoxycarbonylamino)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4-phenylmethoxyoxane-2-carboxylate 在 palladium on activated charcoal 甲醇 、 sodium hydroxide 、 pyridine-SO3 complex 、 4 A molecular sieve 、 叔丁基二甲硅基三氟甲磺酸酯 、 氢气 、 sodium methylate 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of heparin partial structures and their binding activities to platelets

  摘要：

  A synthetic pentasaccharide corresponding to the antithrombin III-binding region in heparin was also found to bind to human platelets. To identify the platelet-binding site in the pentasaccharide which is expected to be a novel sequence in heparin responsible for its platelet-binding, five partial structures of this particular pentasaccharide were synthesized. In a competitive assay using [H-3]-heparin, a trisaccharide, O-(2-deoxy-2-sulfamido-3,6-di-O-sulfo-alpha-D-glucopyranosyl)-(1-->4)-O-(2-O-sulfo-alpha-L-idopyranosyluronic acid)-(1-->4)-2-deoxy-2-sulfamido-6-O-sulfo-alpha-D-glucopyranose, was concluded to be a high-affinity site for heparin's binding to platelets. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00550-8
• 作为产物：
  描述：

  Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-4,6-O-isopropyliden-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid 在 4-二甲氨基吡啶 chromium(VI) oxide 、 硫酸 、 一水合肼 、 溶剂黄146 作用下， 以 四氢呋喃 、 吡啶 、 溶剂黄146 、 丙酮 为溶剂， 生成 methyl (2R,3S,4S,5R,6R)-5-acetyloxy-3-hydroxy-6-[(2R,3S,4R,5R,6S)-6-methoxy-4-phenylmethoxy-5-(phenylmethoxycarbonylamino)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4-phenylmethoxyoxane-2-carboxylate
  参考文献：
  名称：

  Synthesis of an antithrombin binding heparin-like pentasaccharide lacking 6-0 sulphate at its reducing end.

  摘要：

  DOI：

  10.1016/s0040-4039(00)85356-3