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-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranosyluronate)-β-D-glucopyranoside | 1319721-66-8

• 分子结构分类: 有机化合物
• 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-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranosyluronate)-β-D-glucopyranoside
• CAS: 1319721-66-8
• 化学式: C₆₈H₈₇Cl₃N₂O₂₃Si₂
• 分子量: 1462.97
• InChiKey: VPJILODBLMHIRV-SJNGCSPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.61
• 重原子数：
  98.0
• 可旋转键数：
  17.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  302.98
• 氢给体数：
  2.0
• 氢受体数：
  23.0

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-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranosyluronate)-β-D-glucopyranoside 在 肼 作用下， 以 吡啶 、 溶剂黄146 为溶剂， 反应 0.17h， 以99%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-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranosyluronate)-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
• 作为产物：
  描述：

  4-methylumbelliferyl 2-acetamido-2-deoxy-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside 、 methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-α/β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 以60%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-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranosyluronate)-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