p-nitrophenyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside 6-(triethylammonium 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl phosphate) | 101455-31-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-nitrophenyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside 6-(triethylammonium 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl phosphate)
• 英文别名: p-nitrophenyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside 6-(triethylammonium 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl phosphate)
• CAS: 101455-31-6；101455-33-8
• 化学式: C₆H₁₅N*C₄₇H₄₆NO₂₃P
• 分子量: 1125.04
• InChiKey: JVBNBPWMXDJGLI-BQGHIQHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.94
• 重原子数：
  79.0
• 可旋转键数：
  22.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  313.93
• 氢给体数：
  1.0
• 氢受体数：
  23.0

反应信息

• 作为反应物：
  描述：

  p-nitrophenyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside 6-(triethylammonium 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl phosphate) 在 甲醇 、 水 、 三乙胺 作用下， 反应 16.0h， 以84%的产率得到sodium,(2R,3S,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-olate,[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate
  参考文献：
  名称：

  Synthesis of glycosides of α-d-mannopyranose 6-(α-d-glucopyranosyl phosphate). The putative ligatin receptor

  摘要：

  p-Nitrophenyl alpha-D-mannopyranoside 6-(alpha-D-glucopyranosyl phosphate) (7) and 6-(alpha-D-galactopyranosyl phosphate) (8) were synthesized by condensation of the appropriate peracetylated glycosyl phosphate with p-nitrophenyl 2,3,4-tri-O-benzoyl-alpha-D-mannopyranoside followed by alkaline deprotection. 1H-, 31P-, and 13C-n.m.r. spectroscopy were used to establish the structures of 7 and 8, and to examine the conformational preferences about the phosphoric diester linkage.

  DOI：

  10.1016/s0008-6215(00)90697-9
• 作为产物：
  描述：

  对硝基苯-Alpha-D-吡喃甘露糖苷 在 吡啶 、 溶剂黄146 、 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole 作用下， 以 吡啶 为溶剂， 反应 67.0h， 生成 p-nitrophenyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside 6-(triethylammonium 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl phosphate)
  参考文献：
  名称：

  Synthesis of glycosides of α-d-mannopyranose 6-(α-d-glucopyranosyl phosphate). The putative ligatin receptor

  摘要：

  p-Nitrophenyl alpha-D-mannopyranoside 6-(alpha-D-glucopyranosyl phosphate) (7) and 6-(alpha-D-galactopyranosyl phosphate) (8) were synthesized by condensation of the appropriate peracetylated glycosyl phosphate with p-nitrophenyl 2,3,4-tri-O-benzoyl-alpha-D-mannopyranoside followed by alkaline deprotection. 1H-, 31P-, and 13C-n.m.r. spectroscopy were used to establish the structures of 7 and 8, and to examine the conformational preferences about the phosphoric diester linkage.

  DOI：

  10.1016/s0008-6215(00)90697-9