6-azidohexyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside | 870272-49-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-azidohexyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS: 870272-49-4
• 化学式: C₄₈H₆₁N₅O₁₇Si
• 分子量: 1008.12
• InChiKey: LAXARZMRLFWORV-JWCSUIDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  71.0
• 可旋转键数：
  20.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  274.87
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  6-azidohexyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3,4-di-O-acetyl-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， 以85%的产率得到6-azidohexyl 3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of a C3-symmetric (1→6)-N-acetyl-β-d-glucosamine octadecasaccharide using click chemistry

  摘要：

  A C-3-symmetric (1-->6)-N-acetyl-beta-D-glucosamine octadecasaccharide was convergently synthesized on the basis of a copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of azide and alkyne. The target octadecasaccharide showed good antitumor activity against H22 in the preliminary mice tests. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2005.08.013
• 作为产物：
  描述：

  isopropyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 在 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 2.25h， 生成 6-azidohexyl 3,4-di-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of a C3-symmetric (1→6)-N-acetyl-β-d-glucosamine octadecasaccharide using click chemistry

  摘要：

  A C-3-symmetric (1-->6)-N-acetyl-beta-D-glucosamine octadecasaccharide was convergently synthesized on the basis of a copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of azide and alkyne. The target octadecasaccharide showed good antitumor activity against H22 in the preliminary mice tests. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2005.08.013