Methyl 1,2,3-tri-O-acetyl-D-xyluronate | 114249-45-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Methyl 1,2,3-tri-O-acetyl-D-xyluronate
• 英文别名: methyl 1,2,3-tri-O-acetyl-D-xylo-furanose；methyl (2S,3R,4R)-3,4,5-triacetyloxyoxolane-2-carboxylate
• CAS: 114249-45-5
• 化学式: C₁₂H₁₆O₉
• 分子量: 304.254
• InChiKey: WKPDVIUFXMUXNU-HPHBORHKSA-N

物化性质

• 沸点：
  360.9±42.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.69
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  114.43
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Methyl 1,2,3-tri-O-acetyl-D-xyluronate 在 sodium hydroxide 、 sodium methylate 、 四氯化锡 作用下， 生成
  参考文献：
  名称：

  p-NITROPHENYL β-D-GLUCOPYRANOSIDURONIC ANALOGS AS POTENTIAL SUBSTRATES FOR β-GLUCURONIDASE

  摘要：

  Three p-nitrophenyl-beta-D-glycosides including gluco-hex-4-enopyranosiduronic, glucofuranosiduronic and xylofuranosiduronic moieties have been prepared. None of them appeared to be a better substrate for beta-glucuronidase from bovine origin than usual p-nitrophenyl-beta-D-glucuronide. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00212-6
• 作为产物：
  描述：

  乙酸酐 、 methyl (1,2-O-isopropylidene-α-D-xylofuranose)uronate 在 吡啶 、 硫酸 、 溶剂黄146 作用下， 生成 Methyl 1,2,3-tri-O-acetyl-D-xyluronate
  参考文献：
  名称：

  p-NITROPHENYL β-D-GLUCOPYRANOSIDURONIC ANALOGS AS POTENTIAL SUBSTRATES FOR β-GLUCURONIDASE

  摘要：

  Three p-nitrophenyl-beta-D-glycosides including gluco-hex-4-enopyranosiduronic, glucofuranosiduronic and xylofuranosiduronic moieties have been prepared. None of them appeared to be a better substrate for beta-glucuronidase from bovine origin than usual p-nitrophenyl-beta-D-glucuronide. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00212-6

文献信息

• Synthesis of nucleosides of uronic acids V. Synthesis and antivirus activity of nucleosides of D-xyluronic acid
  作者：V. A. Timoshchuk、L. N. Kulinkovich、T. I. Olimpieva、E. I. Boreko、G. V. Vladyko

  DOI：10.1007/bf00759055

  日期：1988.1

  Uronic and aminodesoxyuronic acids are components of biologically active compounds of a nucleoside nature. The nucleoside antibiotics gougerotin, blasticidin S, and polyoxins [25] (active with respect to tumors, bacteria, and fungi) have a broad spectrum of biological activity. Substances that display activity against tumors [8, 17] and viruses [6, 12, 18, 23] have been observed among synthetic nucleosides

  糖醛酸和氨基脱氧糖醛酸是核苷性质的生物活性化合物的组分。核苷类抗生素 gougerotin、杀稻瘟素 S 和多毒素 [25]（对肿瘤、细菌和真菌具有活性）具有广泛的生物活性。已经在糖醛酸的合成核苷中观察到显示出抗肿瘤 [8, 17] 和病毒 [6, 12, 18, 23] 活性的物质。
• TIMOSHCHUK, V. A.;KULINKOVICH, L. N.;OLIMPIEVA, T. I.;BOREKO, E. I.;VLADY+, XIM.-FARMATS. ZH., 22,(1988) N 1, 49-57
  作者：TIMOSHCHUK, V. A.、KULINKOVICH, L. N.、OLIMPIEVA, T. I.、BOREKO, E. I.、VLADY+

  DOI：——

  日期：——