(R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid | 388582-52-3

• 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: (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid
• CAS: 388582-52-3
• 化学式: C₃₀H₃₃NO₁₀
• 分子量: 567.593
• InChiKey: WQEKENJZSMXDCK-CIWIOLCMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  41.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  142.76
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 在 N-羟基丁二酰亚胺 、 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 3.08h， 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：

  2-methyl-7-(2-acetamido-2-deoxy-β-D-glucopyranosyloxy)isoflavone 在 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 4.0h， 生成 (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid
  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