1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-(2',3'-O-isopropylidene-5'-uridyl)urea | 1207878-84-9

• 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: 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-(2',3'-O-isopropylidene-5'-uridyl)urea
• 英文别名: [(2R,3R,4S,5R,6R)-6-[[(3aR,4R,6R,6aR)-4-(2,4-dioxopyrimidin-1-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methylcarbamoylamino]-3,4,5-triacetyloxyoxan-2-yl]methyl acetate
• CAS: 1207878-84-9
• 化学式: C₂₇H₃₆N₄O₁₅
• 分子量: 656.601
• InChiKey: GWLIBTYCEAMWQG-FAIMDZCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  46
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  233
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  N-(2',3'-O-isopropylidene-5'-uridyl)urea 、 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-isocyanato-tetrahydro-pyran-4-yl ester 以 甲苯 为溶剂， 反应 24.0h， 以63%的产率得到1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-(2',3'-O-isopropylidene-5'-uridyl)biuret
  参考文献：
  名称：

  5′-Uridyl derivatives of N-glycosyl allophanic acid and biuret

  摘要：

  (2',3'-O-异丙叉基-5'-尿苷基) 4-(2,3,4,6-四-O-乙酰基-β-D-半乳吡喃糖基)allophanate是由2',3'-O-异丙叉基尿苷与O-全乙酰基化β-D-葡萄吡喃糖基胺、β-D-半乳吡喃糖基胺和β-D-木吡喃糖基胺以及OCNCOCl反应得到的。2,3,4,6-四-O-乙酰基β-D-葡萄吡喃糖基异氰酸酯和N-(2',3'-O-异丙叉基-5'-尿苷基)脲生成1-(2,3,4,6-四-O-乙酰基β-D-葡萄吡喃糖基)-5-(2',3'-O-异丙叉基-5'-尿苷基)脲。以标准方法对β-D-葡萄糖型allophanate和脲进行脱保护处理。版权2009 Elsevier Ltd. 保留所有权利。

  DOI：

  10.1016/j.carres.2009.08.038

文献信息

• 5′-Uridyl derivatives of N-glycosyl allophanic acid and biuret
  作者：Marietta Tóth、László Somsák

  DOI：10.1016/j.carres.2009.08.038

  日期：2010.1

  (2',3'-O-Isopropylidene-5'-uridyl) 4-(2,3,4,6-tetra-O-acetyl-beta-D-glycopyranosyl)allophanates were obtained in the reactions of 2',3'-O-isopropylidene-uridine and O-peracetylated beta-D-gluco-, galacto- and xylo pyranosylamines, and OCNCOCl. 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl isocyanate and N-(2',3'-O-isopropylidene-5'-uridyl)urea gave 1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-5-(2',3'-O-isopropylidene-5'-uridyl)biuret. Deprotection of the beta-D-gluco configured allophanate and biuret was carried out by standard methods. (C) 2009 Elsevier Ltd. All rights reserved.

  (2',3'-O-异丙叉基-5'-尿苷基) 4-(2,3,4,6-四-O-乙酰基-β-D-半乳吡喃糖基)allophanate是由2',3'-O-异丙叉基尿苷与O-全乙酰基化β-D-葡萄吡喃糖基胺、β-D-半乳吡喃糖基胺和β-D-木吡喃糖基胺以及OCNCOCl反应得到的。2,3,4,6-四-O-乙酰基β-D-葡萄吡喃糖基异氰酸酯和N-(2',3'-O-异丙叉基-5'-尿苷基)脲生成1-(2,3,4,6-四-O-乙酰基β-D-葡萄吡喃糖基)-5-(2',3'-O-异丙叉基-5'-尿苷基)脲。以标准方法对β-D-葡萄糖型allophanate和脲进行脱保护处理。版权2009 Elsevier Ltd. 保留所有权利。