(2R,3R,4S,5R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-ethylsulfanyl-4,5-dimethoxy-tetrahydro-pyran-3-ol | 226069-67-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-ethylsulfanyl-4,5-dimethoxy-tetrahydro-pyran-3-ol
• CAS: 226069-67-6
• 化学式: C₁₆H₃₄O₅SSi
• 分子量: 366.594
• InChiKey: YWBSTWBAMBOVJC-QMIVOQANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-ethylsulfanyl-4,5-dimethoxy-tetrahydro-pyran-3-ol 、 在 4 A molecular sieve 、 叔丁基二甲硅基三氟甲磺酸酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.83h， 以87%的产率得到
  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：

  Ethyl 3-O-methyl-1-thio-β-D-glucopyranoside 在 4-二甲氨基吡啶 、 camphor-10-sulfonic acid 、 sodium hydride 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 6.92h， 生成 (2R,3R,4S,5R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-ethylsulfanyl-4,5-dimethoxy-tetrahydro-pyran-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