(1R,2S,3S,4R,5R)-2-(4-methoxyphenoxy)-4-phenylmethoxy-6,8-dioxabicyclo[3.2.1]octan-3-ol | 203188-98-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,2S,3S,4R,5R)-2-(4-methoxyphenoxy)-4-phenylmethoxy-6,8-dioxabicyclo[3.2.1]octan-3-ol
• CAS: 203188-98-1
• 化学式: C₂₀H₂₂O₆
• 分子量: 358.391
• InChiKey: WWECWDWNWOKZPP-USYVTKNRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1R,2S,3S,4R,5R)-2-(4-methoxyphenoxy)-4-phenylmethoxy-6,8-dioxabicyclo[3.2.1]octan-3-ol 在 ammonium cerium(IV) nitrate 、 sodium hydride 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.17h， 生成 1,6-anhydro-2-O-benzyl-3-O-methyl-β-D-glucopyranose
  参考文献：
  名称：

  Synthetic oligosaccharides having various functional domains: Potent and potentially safe heparin mimetics

  摘要：

  A synthetic heptadecasaccharide, comprising an antithrombin III binding domain, a thrombin binding domain, and a neutral methylated hexasaccharide sequence, was obtained through a convergent synthesis. This compound displayed in vitro anticoagulant properties similar to that of standard heparin but, in contrast with heparin, escaped neutralization by platelet factor 4, a protein released by activated platelets. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00156-0
• 作为产物：
  描述：

  1,6:3,4-二脱水-2-O-对甲苯磺酰基-beta-D-吡喃半乳糖 在 三氯化铝 、 苯甲醇钠 作用下， 反应 2.33h， 生成 (1R,2S,3S,4R,5R)-2-(4-methoxyphenoxy)-4-phenylmethoxy-6,8-dioxabicyclo[3.2.1]octan-3-ol
  参考文献：
  名称：

  Synthetic oligosaccharides having various functional domains: Potent and potentially safe heparin mimetics

  摘要：

  A synthetic heptadecasaccharide, comprising an antithrombin III binding domain, a thrombin binding domain, and a neutral methylated hexasaccharide sequence, was obtained through a convergent synthesis. This compound displayed in vitro anticoagulant properties similar to that of standard heparin but, in contrast with heparin, escaped neutralization by platelet factor 4, a protein released by activated platelets. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00156-0

文献信息

• Opening of levoglucosane derived epoxides with oxygen, nitrogen and sulfur nucleophiles
  作者：Wolfgang K.-D. Brill、Dominique Tirefort

  DOI：10.1016/s0040-4039(97)10715-8

  日期：1998.2

  A variety of nucleophiles were employed to open levoglucosane derived epoxides. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Synthetic oligosaccharides having various functional domains: Potent and potentially safe heparin mimetics
  作者：Maurice Petitou、Pierre-Alexandre Driguez、Philippe Duchaussoy、Jean-Pascal Hérault、Jean-Claude Lormeau、Jean-Marc Herbert

  DOI：10.1016/s0960-894x(99)00156-0

  日期：1999.4

  A synthetic heptadecasaccharide, comprising an antithrombin III binding domain, a thrombin binding domain, and a neutral methylated hexasaccharide sequence, was obtained through a convergent synthesis. This compound displayed in vitro anticoagulant properties similar to that of standard heparin but, in contrast with heparin, escaped neutralization by platelet factor 4, a protein released by activated platelets. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.