3-对香豆酰基奎宁酸 | 1899-30-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-对香豆酰基奎宁酸
• 中文别名: 对香豆酰奎尼酸
• 英文名称: 5-p-coumaroylquinic acid
• 英文别名: 3-p-coumaroylquinic acid；5-O-p-coumaroylquinic acid；p-coumaroyl quinic acid；3-O-p-coumaroylquinic acid；(1S,3R,4R,5R)-1,3,4-trihydroxy-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]cyclohexane-1-carboxylic acid
• CAS: 1899-30-5
• 化学式: C₁₆H₁₈O₈
• 分子量: 338.314
• InChiKey: BMRSEYFENKXDIS-NCZKRNLISA-N

物化性质

• 熔点：
  247-248 °C(Solv: water (7732-18-5))
• 沸点：
  613.2±55.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  145
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (1S,3R,4S,5R)-3,4-O-isopropylidene-1,5-quinic lactone 在 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 水 、 sodium ethanolate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 168.0h， 生成 3-对香豆酰基奎宁酸
  参考文献：
  名称：

  Synthesis of p -coumaroylquinic acids and analysis of their interconversion

  摘要：

  The synthesis of four isomers of p-coumaroylquinic acids was performed by esterification of p-acetylcoumaroylchloride with a suitably protected (-)-quinic acid. All isomers have been characterized by means of NMR spectroscopy and circular dichroism. Acyl migration was observed in the synthesis of 3-0-p-coumaroylquinic acid and 4-O-p-coumaroylquinic acid. Calculations on the most stable conformations of all isomers have also been performed to explain the acyl migration observed during the synthesis procedure. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2017.01.015

文献信息

• CYCLOHEXANECARBOXYLIC ACIDS FOR SELECTIVE TASTE MASKING
  申请人：International Flavors & Fragrances Inc.

  公开号：EP3524062A2

  公开（公告）日：2019-08-14

  The use of cyclohexanecarboxylic acids in a consumable to provide taste specific masking effect is provided.

  在消费品中使用环己烷羧酸可提供特定口味的掩蔽效果。
• Synthesis of p -coumaroylquinic acids and analysis of their interconversion
  作者：Anggy Lusanna Gutiérrez Ortiz、Federico Berti、Luciano Navarini、Angelo Monteiro、Marina Resmini、Cristina Forzato

  DOI：10.1016/j.tetasy.2017.01.015

  日期：2017.3

  The synthesis of four isomers of p-coumaroylquinic acids was performed by esterification of p-acetylcoumaroylchloride with a suitably protected (-)-quinic acid. All isomers have been characterized by means of NMR spectroscopy and circular dichroism. Acyl migration was observed in the synthesis of 3-0-p-coumaroylquinic acid and 4-O-p-coumaroylquinic acid. Calculations on the most stable conformations of all isomers have also been performed to explain the acyl migration observed during the synthesis procedure. (C) 2017 Elsevier Ltd. All rights reserved.