Acetic acid (2R,3R,4R,5R)-4-((4aS,6R,7R,8S,8aR)-7-acetoxy-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-azido-2-benzyloxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester | 200274-19-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3R,4R,5R)-4-((4aS,6R,7R,8S,8aR)-7-acetoxy-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-azido-2-benzyloxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester
• CAS: 200274-19-7
• 化学式: C₃₅H₄₁Cl₃N₄O₁₂
• 分子量: 816.089
• InChiKey: XCFXULPDZHDNCE-YJIKKKFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  54.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  199.05
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4R,5R)-4-((4aS,6R,7R,8S,8aR)-7-acetoxy-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-azido-2-benzyloxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 在 4-二甲氨基吡啶 、 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 、 草酰氯 、 叔丁基二甲硅基三氟甲磺酸酯 、 四丁基氟化铵 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 溶剂黄146 、 二甲基亚砜 、 乙腈 、 叔丁醇 为溶剂， 反应 21.17h， 生成
  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：

  Acetic acid (4aS,6R,7R,8S,8aR)-8-benzyloxy-6-((3R,4R,5R,6R)-2,5-diacetoxy-3-azido-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl 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 3.0h， 生成 Acetic acid (2R,3R,4R,5R)-4-((4aS,6R,7R,8S,8aR)-7-acetoxy-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-azido-2-benzyloxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl 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