4-methylumbelliferyl 2-acetamido-4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-{methyl 2,3-dibenzoyl-4-O-[4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-2-trichloroacetamido-β-D-glucopyranosyl]-β-D-glucopyranosyl uronate}-β-D-glucopyranoside | 1319721-69-1

• 分子结构分类: 有机化合物 - 有机聚合物 - 多糖
• 英文名称: 4-methylumbelliferyl 2-acetamido-4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-{methyl 2,3-dibenzoyl-4-O-[4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-2-trichloroacetamido-β-D-glucopyranosyl]-β-D-glucopyranosyl uronate}-β-D-glucopyranoside
• CAS: 1319721-69-1
• 化学式: C₈₄H₉₉Cl₃N₂O₂₈Si₂
• 分子量: 1747.24
• InChiKey: XDQLUAROWFWNBK-REXHBICNSA-N

物化性质

• 密度：
  1.38±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.45
• 重原子数：
  119.0
• 可旋转键数：
  20.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  356.97
• 氢给体数：
  2.0
• 氢受体数：
  28.0

反应信息

• 作为反应物：
  描述：

  4-methylumbelliferyl 2-acetamido-4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-{methyl 2,3-dibenzoyl-4-O-[4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-2-trichloroacetamido-β-D-glucopyranosyl]-β-D-glucopyranosyl uronate}-β-D-glucopyranoside 在 锌 、 potassium iodide 作用下， 以 溶剂黄146 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  A practical synthesis of capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates

  摘要：

  The synthesis of hyaluronan dimers and tetramers equipped with a 4-methylumbelliferyl group at the reducing end to potentially allow monitoring of hyaluronidase activities is described. The 4-OH at the non-reducing glucuronate in the presented series is either removed or methylated to prohibit transglycosylase reactions, leading to a total of four probes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.03.042
• 作为产物：
  描述：

  methyl (2,3-di-O-benzoyl-4-deoxy-α/β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate 、 4-methylumbelliferyl 2-acetamido-4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-(methyl 2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranosyluronate)-β-D-glucopyranoside 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以78%的产率得到4-methylumbelliferyl 2-acetamido-4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-{methyl 2,3-dibenzoyl-4-O-[4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-2-trichloroacetamido-β-D-glucopyranosyl]-β-D-glucopyranosyl uronate}-β-D-glucopyranoside
  参考文献：
  名称：

  A practical synthesis of capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates

  摘要：

  The synthesis of hyaluronan dimers and tetramers equipped with a 4-methylumbelliferyl group at the reducing end to potentially allow monitoring of hyaluronidase activities is described. The 4-OH at the non-reducing glucuronate in the presented series is either removed or methylated to prohibit transglycosylase reactions, leading to a total of four probes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.03.042