1-benzyloxymethyl-3-[1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-pyrrolo[2,3-b]pyridin-3-yl]-pyrrolidine-2,5-dione | 856414-22-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-benzyloxymethyl-3-[1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-pyrrolo[2,3-b]pyridin-3-yl]-pyrrolidine-2,5-dione
• CAS: 856414-22-7
• 化学式: C₅₃H₅₁N₃O₈
• 分子量: 858.003
• InChiKey: ZZSIDJPTZWTNCU-SDBJXDNSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.92
• 重原子数：
  64.0
• 可旋转键数：
  19.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  110.58
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1-benzyloxymethyl-3-[1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-pyrrolo[2,3-b]pyridin-3-yl]-pyrrolidine-2,5-dione 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以64%的产率得到1-benzyloxymethyl-2,5-dihydro-3-[1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-pyrrolo[2,3-b]pyridin-3-yl]-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis of granulatimide bis-imide analogues

  摘要：

  The synthesis of dipyrrolo[3,4-a:3,4-c]carbazole-1,3,4.6-tetraones, structurally related to granulatimide is reported. These compounds can be considered as granulatimide analogues in which a maleimide heterocycle replaces the imidazole moiety. The synthesis of pyridino[2,3-b]dipyrrolo[3,4-e:3,4-g]indole-1,3,4,6-tetraones is also reported. In these compounds, a 7-azaindole unit replaces the indole moiety present in the granulatimide and isogranulatimide structures. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.101
• 作为产物：
  描述：

  3-bromo-1-benzyloxymethyl-2,5-dihydro-4-[1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-pyrrolo[2,3-b]pyridin-3-yl]-pyrrole-2,5-dione 在 palladium on activated charcoal 氢气 、 碳酸氢钠 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 24.0h， 以46%的产率得到1-benzyloxymethyl-3-[1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-pyrrolo[2,3-b]pyridin-3-yl]-pyrrolidine-2,5-dione
  参考文献：
  名称：

  Synthesis of granulatimide bis-imide analogues

  摘要：

  The synthesis of dipyrrolo[3,4-a:3,4-c]carbazole-1,3,4.6-tetraones, structurally related to granulatimide is reported. These compounds can be considered as granulatimide analogues in which a maleimide heterocycle replaces the imidazole moiety. The synthesis of pyridino[2,3-b]dipyrrolo[3,4-e:3,4-g]indole-1,3,4,6-tetraones is also reported. In these compounds, a 7-azaindole unit replaces the indole moiety present in the granulatimide and isogranulatimide structures. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.101