7-hydroxy-2-methyl-3-(3,4-trimethylenedioxy)phenylchromone | 170511-45-2

• 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: 7-hydroxy-2-methyl-3-(3,4-trimethylenedioxy)phenylchromone
• 英文别名: Cambridge id 5312912；3-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-7-hydroxy-2-methylchromen-4-one
• CAS: 170511-45-2
• 化学式: C₁₉H₁₆O₅
• 分子量: 324.333
• InChiKey: JYEKLZXGJABOPI-UHFFFAOYSA-N

物化性质

• 沸点：
  531.1±50.0 °C(Predicted)
• 密度：
  1.338±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-hydroxy-2-methyl-3-(3,4-trimethylenedioxy)phenylchromone 在 N-羟基丁二酰亚胺 、 15-冠醚-5 、 sodium methylate 、 sodium hydride 、 potassium carbonate 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙腈 为溶剂， 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：

  Acetic acid 3-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-2-methyl-4-oxo-4H-chromen-7-yl ester 在 水 作用下， 以 乙醇 为溶剂， 反应 0.27h， 以99%的产率得到7-hydroxy-2-methyl-3-(3,4-trimethylenedioxy)phenylchromone
  参考文献：
  名称：

  Synthetic and modified isoflavonoids IV. Synthesis of benzodioxepane analogues of pseudobaptigenin

  摘要：

  DOI：

  10.1007/bf00629639

文献信息

• Garazd; Garazd; Ogorodniichuk, Chemistry of Natural Compounds, 1998, vol. 34, # 5, p. 577 - 581
  作者：Garazd、Garazd、Ogorodniichuk、Shilin、Zhivolup、Turov、Khilya

  DOI：——

  日期：——
• ——
  作者：A. E. Zemlyakov、V. O. Kur'yanov、T. A. Chupakhina、V. Ya. Chirva、V. V. Ishchenko、M. M. Garazd、V. P. Khilya

  DOI：10.1023/a:1019635914082

  日期：——

  beta-0-Glycosides of N-acetylglucosamine with substituted 7-hydroxychromones and 7-hydroxycoumarins as the aglycones are synthesized The phenyl hydroxyls are O-glycosylated in a solid-liquid system with crown-ether catalysts. The structures of the chromone and coumarin N-acetylglucosaminides and their per-0-acetates are proved by PMR spectroscopy.
• Synthetic and modified isoflavonoids
  作者：A. Aitmambetov、V. P. Khilya、G. Ismailova

  DOI：10.1007/bf02282402

  日期：1998.5
• Synthetic and modified isoflavonoids XVIII. Synthesis of 7-isopropoxy-substituted analogs of pseudobaptigenin
  作者：V. P. Khilya、A. Aitmambetov、G. Berdimbetova

  DOI：10.1007/bf02234873

  日期：1997.5
• ——
  作者：V. O. Kur'yanov、T. A. Chupakhina、A. E. Zemlyakov、V. Ya. Chirva、V.V. Ishchenko、V. P. Khilya

  DOI：10.1023/a:1017694224906

  日期：——

  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.