3,3',5-trihydroxybiphenyl-2-carboxylic acid ethyl ester | 264215-28-3

• 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: 3,3',5-trihydroxybiphenyl-2-carboxylic acid ethyl ester
• 英文别名: Ethyl 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate
• CAS: 264215-28-3
• 化学式: C₁₅H₁₄O₅
• 分子量: 274.273
• InChiKey: LBICBDLKAVYUFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,3',5-trihydroxybiphenyl-2-carboxylic acid ethyl ester 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 为溶剂， 反应 99.0h， 生成 3,3',5-trihydroxybiphenyl-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of 3,3‘,5-Trihydroxybiphenyl-2-carboxylic Acid, a Component of the Bitterest Natural Product Amarogentin and Its Coenzyme A and N-Acetyl Cysteamine Thiol Esters

  摘要：

  3,3',5-Trihydroxybiphenyl-2-carboxylic acid (6), sin ester component of the bitter-tasting natural products amarogentin and amaroswerin, was synthesized in six steps in 13.6% overall yield. Its N-acetyl cysteamine thiol ester (9) and its coenzyme A thiol ester (8), a likely biosynthetic precursor of the amarums, were also prepared.

  DOI：

  10.1021/np990256m
• 作为产物：
  描述：

  3'-methoxy-3,5-dihydroxybiphenyl-2-carboxylic acid ethyl ester 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到3,3',5-trihydroxybiphenyl-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of 3,3‘,5-Trihydroxybiphenyl-2-carboxylic Acid, a Component of the Bitterest Natural Product Amarogentin and Its Coenzyme A and N-Acetyl Cysteamine Thiol Esters

  摘要：

  3,3',5-Trihydroxybiphenyl-2-carboxylic acid (6), sin ester component of the bitter-tasting natural products amarogentin and amaroswerin, was synthesized in six steps in 13.6% overall yield. Its N-acetyl cysteamine thiol ester (9) and its coenzyme A thiol ester (8), a likely biosynthetic precursor of the amarums, were also prepared.

  DOI：

  10.1021/np990256m

文献信息

• Synthesis of 3,3‘,5-Trihydroxybiphenyl-2-carboxylic Acid, a Component of the Bitterest Natural Product Amarogentin and Its Coenzyme A and <i>N</i>-Acetyl Cysteamine Thiol Esters
  作者：Chang-Zeng Wang、Ulrich H. Maier、Meinhart H. Zenk

  DOI：10.1021/np990256m

  日期：2000.3.1

  3,3',5-Trihydroxybiphenyl-2-carboxylic acid (6), sin ester component of the bitter-tasting natural products amarogentin and amaroswerin, was synthesized in six steps in 13.6% overall yield. Its N-acetyl cysteamine thiol ester (9) and its coenzyme A thiol ester (8), a likely biosynthetic precursor of the amarums, were also prepared.