6-O-[2-azido-4-O-(tert-butyldimethylsilyl)-2-deoxy-3,6-di-O-(p-methoxybenzyl)-α-Dglucopyranosyl]-1-O-allyl-2,3,4,5-tetra-O-(p-methoxybenzyl)-myo-inositol | 1227637-08-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-O-[2-azido-4-O-(tert-butyldimethylsilyl)-2-deoxy-3,6-di-O-(p-methoxybenzyl)-α-Dglucopyranosyl]-1-O-allyl-2,3,4,5-tetra-O-(p-methoxybenzyl)-myo-inositol
• CAS: 1227637-08-2
• 化学式: C₆₉H₈₇N₃O₁₆Si
• 分子量: 1242.55
• InChiKey: RIPVHBYETYTNHS-ZAIANBMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.95
• 重原子数：
  89.0
• 可旋转键数：
  33.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  196.44
• 氢给体数：
  0.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  6-O-[2-azido-4-O-(tert-butyldimethylsilyl)-2-deoxy-3,6-di-O-(p-methoxybenzyl)-α-Dglucopyranosyl]-1-O-allyl-2,3,4,5-tetra-O-(p-methoxybenzyl)-myo-inositol 在 (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis of a Glycosylphosphatidylinositol Anchor Bearing Unsaturated Lipid Chains

  摘要：

  A GPI anchor bearing unsaturated fatty acid lipid chains (1) was synthesized by a highly convergent strategy employing the para-methoxybenzyl group for permanent hydroxyl protection. The final global deprotection was achieved by an efficient three-step, one-pot procedure to give an 81% isolated yield of the target structure.

  DOI：

  10.1021/ja1009037
• 作为产物：
  描述：

  、 (-)-1-O-allyl-2,3,4,5-tetra-O-(p-methoxybenzyl)-myo-inositol 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙醚 为溶剂， 反应 0.17h， 以44%的产率得到6-O-[2-azido-4-O-(tert-butyldimethylsilyl)-2-deoxy-3,6-di-O-(p-methoxybenzyl)-α-Dglucopyranosyl]-1-O-allyl-2,3,4,5-tetra-O-(p-methoxybenzyl)-myo-inositol
  参考文献：
  名称：

  Synthesis of a Glycosylphosphatidylinositol Anchor Bearing Unsaturated Lipid Chains

  摘要：

  A GPI anchor bearing unsaturated fatty acid lipid chains (1) was synthesized by a highly convergent strategy employing the para-methoxybenzyl group for permanent hydroxyl protection. The final global deprotection was achieved by an efficient three-step, one-pot procedure to give an 81% isolated yield of the target structure.

  DOI：

  10.1021/ja1009037