2,3',6-tris(benzyloxy)-4-(dimethyl-3-phosphopropyloxy)-4'-methoxydihydrochalcone | 76799-56-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3',6-tris(benzyloxy)-4-(dimethyl-3-phosphopropyloxy)-4'-methoxydihydrochalcone
• CAS: 76799-56-9
• 化学式: C₄₂H₄₅O₉P
• 分子量: 724.788
• InChiKey: ZBHZCYXDARZVGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  52.0
• 可旋转键数：
  21.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2,3',6-tris(benzyloxy)-4-(dimethyl-3-phosphopropyloxy)-4'-methoxydihydrochalcone 在 palladium on activated charcoal 三甲基溴硅烷 、 氢气 作用下， 以 二氯甲烷 为溶剂， 25.0 ℃ 、303.98 kPa 条件下， 反应 17.5h， 生成 3-[3,5-Dihydroxy-4-[3-(3-hydroxy-4-methoxyphenyl)propanoyl]phenoxy]propylphosphonic acid
  参考文献：
  名称：

  Dihydrochalcone sweeteners. A study of the atypical temporal phenomena

  摘要：

  Neohesperidin dihydrochalcone (NHDHC), known since 1963 as an intensely sweet compound, is determined to be 340 +/- 60 (p less than 0.05) times more potent than sucrose. The unusual temporal properties of this material are hypothesized as being due to the effects of metabolism, conformation, chelation, or hydrophobicity. Forty-four analogues are synthesized to test the four hypotheses, none of which are strongly supported. A method of quantitation of temporal characteristics of tastant molecules is developed so as to allow comparison of taste appearance time (AT) and extinction time (ET) of experimental compounds. Four of the new compounds, 40 and 43-45, exhibit high sweetness potencies, ranging from 280 and 440 times sucrose, and may be useful in selected food systems. The temporal taste characteristics remain unimproved over NHDHC, however.

  DOI：

  10.1021/jm00136a011
• 作为产物：
  描述：

  2,3',6-tris(benzyloxy)-4-hydroxy-4'-methoxydihydrochalcone 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 87.0h， 生成 2,3',6-tris(benzyloxy)-4-(dimethyl-3-phosphopropyloxy)-4'-methoxydihydrochalcone
  参考文献：
  名称：

  Dihydrochalcone sweeteners. A study of the atypical temporal phenomena

  摘要：

  Neohesperidin dihydrochalcone (NHDHC), known since 1963 as an intensely sweet compound, is determined to be 340 +/- 60 (p less than 0.05) times more potent than sucrose. The unusual temporal properties of this material are hypothesized as being due to the effects of metabolism, conformation, chelation, or hydrophobicity. Forty-four analogues are synthesized to test the four hypotheses, none of which are strongly supported. A method of quantitation of temporal characteristics of tastant molecules is developed so as to allow comparison of taste appearance time (AT) and extinction time (ET) of experimental compounds. Four of the new compounds, 40 and 43-45, exhibit high sweetness potencies, ranging from 280 and 440 times sucrose, and may be useful in selected food systems. The temporal taste characteristics remain unimproved over NHDHC, however.

  DOI：

  10.1021/jm00136a011