O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-tris[O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)]-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose | 199115-87-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-tris[O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)]-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose
• 英文别名: 2-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(1R,2S,3R,4R,5R)-4-azido-3-phenylmethoxy-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy]-5-(1,3-dioxoisoindol-2-yl)-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxy-5-(1,3-dioxoisoindol-2-yl)-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxy-5-(1,3-dioxoisoindol-2-yl)-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxy-5-hydroxy-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]isoindole-1,3-dione
• CAS: 199115-87-2
• 化学式: C₁₂₅H₁₁₅N₇O₂₈
• 分子量: 2163.32
• InChiKey: IACRREGAKYLKRG-NGWRTKDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  160
• 可旋转键数：
  44
• 环数：
  23.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  360
• 氢给体数：
  1
• 氢受体数：
  30

反应信息

• 作为反应物：
  描述：

  肉豆蔻酰氯 、 O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-tris[O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)]-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 、 4-pentenyl O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 生成
  参考文献：
  名称：

  Synthesis of Amphiphilic Chitoheptaose Derivative

  摘要：

  With interest in clustering of bioactive chitooligosaccharides of more than dp 6, a chitoheptaose derivative 1 carrying tetradecanoyl and tetradecyloxy groups at the NH and the C-1 of the reducing end was prepared. The hydrophobic groups were introduced step by step after completion of the heptasaccharide skeleton using a chitobiose derivative as the elongation unit. Micelle formation of 1 in water was confirmed by dye solubilization check. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10104-6
• 作为产物：
  描述：

  O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-tris[O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)]-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 在 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 以91.3%的产率得到O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-tris[O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)]-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose
  参考文献：
  名称：

  Synthesis of Amphiphilic Chitopentaose and Chitoheptaose Derivatives Using a Common Disaccharidic Synthon as the Chain Elongation Unit

  摘要：

  为了聚合具有生物活性的壳寡糖，我们合成了一对大约 DP（聚合度）为 6 的两亲性衍生物。以 1,6-脱水-2-叠氮-2-脱氧-β-D-吡喃葡萄糖衍生物为末端前体，以壳聚糖衍生物为延伸单元，实际获得了在还原端 NH 和 C-1 上分别带有十四烷酰基和十四烷氧基的壳聚糖和壳庚糖的同源衍生物。这两种衍生物的胶束形成是根据染料增溶试验的结果推测出来的。

  DOI：

  10.1246/bcsj.73.163