7-(β-D-glucopyranosyloxy)-2,3-dihydrocyclopenta[c]chromen-4-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-(β-D-glucopyranosyloxy)-2,3-dihydrocyclopenta[c]chromen-4-one
• 英文别名: 7-{[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-YL]oxy}-1H,2H,3H,4H-cyclopenta[C]chromen-4-one；7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1H-cyclopenta[c]chromen-4-one
• 化学式: C₁₈H₂₀O₈
• 分子量: 364.352
• InChiKey: UALXNENDWFCHRN-XLKGFZLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  7-羟基-2,3-二氢-1H-环戊并[c]苯并吡喃-4-酮 在 氢氧化钾 、 四丁基溴化铵 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 7-(β-D-glucopyranosyloxy)-2,3-dihydrocyclopenta[c]chromen-4-one
  参考文献：
  名称：

  Modified Coumarins. 12. Synthesis of 3,4-Cycloannelated Coumarin  -D-Glucopyranosides

  摘要：

  O-beta-D-Glucopyranosides were synthesized using 3,4-cycloannelated hydroxycoumarins as aglycons. Phenolic hydroxyls were O-glycosylated via condensation of coumarin potassium salts with acetobromoglucose in homogeneous medium and in a liquid-liquid system using a phase-transfer catalyst.

  DOI：

  10.1023/b:conc.0000025455.68950.36

文献信息

• Modified Coumarins. 12. Synthesis of 3,4-Cycloannelated Coumarin  -D-Glucopyranosides
  作者：Ya. L. Garazd、M. M. Garazd、V. P. Khilya

  DOI：10.1023/b:conc.0000025455.68950.36

  日期：2004.1

  O-beta-D-Glucopyranosides were synthesized using 3,4-cycloannelated hydroxycoumarins as aglycons. Phenolic hydroxyls were O-glycosylated via condensation of coumarin potassium salts with acetobromoglucose in homogeneous medium and in a liquid-liquid system using a phase-transfer catalyst.