octyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside | 596111-62-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: octyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS: 596111-62-5
• 化学式: C₅₄H₇₈N₂O₁₆Si₂
• 分子量: 1067.39
• InChiKey: DDMMTSNTCUNIAK-JZPOPAAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.37
• 重原子数：
  74.0
• 可旋转键数：
  21.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  209.04
• 氢给体数：
  0.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  octyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以89%的产率得到octyl 3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of biantennary β-d-(1→6) glucosamine oligosaccharides

  摘要：

  Biantermary beta-D-(1 --> 6) glucosamine hexa-, octa-, and dodecaoligosaccharide derivatives were synthesized convergently using isopropyl thioglycosides as donors in NIS/TMSOTf-catalyzed glycosylation. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(03)00170-8
• 作为产物：
  描述：

  octyl 6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 吡啶 、 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 octyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of biantennary β-d-(1→6) glucosamine oligosaccharides

  摘要：

  Biantermary beta-D-(1 --> 6) glucosamine hexa-, octa-, and dodecaoligosaccharide derivatives were synthesized convergently using isopropyl thioglycosides as donors in NIS/TMSOTf-catalyzed glycosylation. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(03)00170-8