((2R,4aR,6R,7R,8R,8aS)-6-Ethoxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid allyl ester | 182865-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: ((2R,4aR,6R,7R,8R,8aS)-6-Ethoxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid allyl ester
• CAS: 182865-71-0
• 化学式: C₁₉H₂₅NO₇
• 分子量: 379.41
• InChiKey: OFWMDSSFTQKROS-TYENPDHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  95.48
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ((2R,4aR,6R,7R,8R,8aS)-6-Ethoxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid allyl ester 在 三甲基氯硅烷 、 三氟甲磺酸三甲基硅酯 、 氰化汞 、 sodium cyanoborohydride 、 mercury dibromide 作用下， 以 四氢呋喃 、 乙醚 、 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  Stereoselective synthesis of lewis-associated trisaccharides as E-selectin inhibitors

  摘要：

  Three types of Lewis-associated trisaccharides [the Le(a) analogs, their epimers with respect to the fucose residue (the 1c-epi-Le(a) analogs), and the Le(X) analogs] were synthesized in a stereoselective manner. Not only the Le(a) analogs but also the 1c-epi-Le(a) analogs inhibited E-selectin-mediated neutrophil accumulation into pleural cavity in lipoteichoic acid-treated mice, with the trend being Le(a) > 1c-epi-Le(a) > Le(X). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00370-8
• 作为产物：
  描述：

  Ethyl 3,4,6tri-O-acetyl-2-deoxy-2-allyloxycarbonylamino-β-D-gluco-pyranoside 在 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 ((2R,4aR,6R,7R,8R,8aS)-6-Ethoxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid allyl ester
  参考文献：
  名称：

  Stereoselective synthesis of lewis-associated trisaccharides as E-selectin inhibitors

  摘要：

  Three types of Lewis-associated trisaccharides [the Le(a) analogs, their epimers with respect to the fucose residue (the 1c-epi-Le(a) analogs), and the Le(X) analogs] were synthesized in a stereoselective manner. Not only the Le(a) analogs but also the 1c-epi-Le(a) analogs inhibited E-selectin-mediated neutrophil accumulation into pleural cavity in lipoteichoic acid-treated mice, with the trend being Le(a) > 1c-epi-Le(a) > Le(X). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00370-8