(2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside | 388582-49-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
• CAS: 388582-49-8
• 化学式: C₂₇H₂₉NO₈
• 分子量: 495.529
• InChiKey: UWPXXOMIRPEACW-UCSSNJBESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  36.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  116.46
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside 在 N-羟基丁二酰亚胺 、 sodium hydride 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.08h， 生成
  参考文献：
  名称：

  摘要：

  The synthesis of beta-(2-methyl-3-phenylchromonyl-7)- and beta-[2-methyl-3-(3,4-trimethylenedioxy) phenylchromonyl-7]glycosides of the methyl ester of N-acetylmuramoyl-L-alanyl-D-isoglutamine, new derivatives of a muramoyldipeptide with chromone aglycones, is described. The starting arylglycosides of N-acetylglucosamine are prepared by glycosylation of 7-hydroxychromone derivatives with the peracetate of alpha -glucosamine chloride catalyzed by a crown ether. The synthesized beta -aryl-4,6-O-isopropylidene-N-acetylmuramic acids are condensed with the dipeptide and deprotected to give the desired glycopeptides.

  DOI：

  10.1023/a:1017694224906
• 作为产物：
  描述：

  7-羟基-2-甲基-3-苯基苯并吡喃-4-酮 在 15-冠醚-5 、 sodium methylate 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 反应 1.0h， 生成 (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
  参考文献：
  名称：

  摘要：

  The synthesis of beta-(2-methyl-3-phenylchromonyl-7)- and beta-[2-methyl-3-(3,4-trimethylenedioxy) phenylchromonyl-7]glycosides of the methyl ester of N-acetylmuramoyl-L-alanyl-D-isoglutamine, new derivatives of a muramoyldipeptide with chromone aglycones, is described. The starting arylglycosides of N-acetylglucosamine are prepared by glycosylation of 7-hydroxychromone derivatives with the peracetate of alpha -glucosamine chloride catalyzed by a crown ether. The synthesized beta -aryl-4,6-O-isopropylidene-N-acetylmuramic acids are condensed with the dipeptide and deprotected to give the desired glycopeptides.

  DOI：

  10.1023/a:1017694224906