(2-Methoxycarbonyl-phenyl)-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosid | 6835-61-6

• 物质功能分类: 生物化工 - 糖类化合物 - 单糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-Methoxycarbonyl-phenyl)-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosid
• 英文别名: 2-Methoxycarbonylphenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside；methyl 2-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-diacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxybenzoate
• CAS: 6835-61-6
• 化学式: C₂₂H₂₇NO₁₁
• 分子量: 481.456
• InChiKey: UFGDRADYRWUNPD-CDVBAKLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  153
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2-乙酰氨基-3,4,6-三-O-乙酰-2-脱氧-α-D-吡喃葡萄糖酰基氯 、 水杨酸甲酯 在 15-冠醚-5 、 碳酸氢钠 作用下， 以 乙腈 为溶剂， 以55%的产率得到(2-Methoxycarbonyl-phenyl)-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosid
  参考文献：
  名称：

  摘要：

  Glycosylation of various phenols with alpha -D-glucosaminyl chloride peracetate in a solid phase-liquid system catalyzed by crown compounds was studied. The highest yields of aryl beta -glycosides were observed at room temperature in acetonitrile using anhydrous potassium carbonate as a base. The optimum phenol-glycosyl donor-base-crown ether ratio was 1 : 1 : 1 : 0.2.

  DOI：

  10.1023/a:1012988719296

文献信息

• ——
  作者：V. O. Kur'yanov、T. A. Chupakhina、A. E. Zemlyakov、S. A. Kotlyar、G. L. Kamalov、V. Ya. Chirva

  DOI：10.1023/a:1012988719296

  日期：——

  Glycosylation of various phenols with alpha -D-glucosaminyl chloride peracetate in a solid phase-liquid system catalyzed by crown compounds was studied. The highest yields of aryl beta -glycosides were observed at room temperature in acetonitrile using anhydrous potassium carbonate as a base. The optimum phenol-glycosyl donor-base-crown ether ratio was 1 : 1 : 1 : 0.2.