yangjinhualine A | 1071816-25-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: yangjinhualine A
• 英文别名: 5-hydroxy-4-(4-hydroxyphenyl)-3-methylfuran-2(5H)-one；2-hydroxy-3-(4-hydroxyphenyl)-4-methyl-2H-furan-5-one
• CAS: 1071816-25-5
• 化学式: C₁₁H₁₀O₄
• 分子量: 206.198
• InChiKey: FHEBPOGEHYWXAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(4-methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)phenyl acetate 在 盐酸 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 2.0h， 生成 yangjinhualine A
  参考文献：
  名称：

  Synthesis of Yangjinhualine A

  摘要：

  Selective reduction of 3-(4-hydroxyphenyl)-2-methylmaleic anhydride provides access the corresponding gamma-hydroxybutenolide natural product yangjinhualine A.

  DOI：

  10.1055/s-0034-1379582

文献信息

• One-pot gram-scale synthesis of γ-hydroxybutenolides through catalyst-free annulation of α-amino acids with α-keto acids in water
  作者：Zhiqing He、Fang Fang、Jianguang Lv、Jianmin Zhang

  DOI：10.1016/j.tetlet.2017.01.080

  日期：2017.3

  A one-pot grain-scale synthetic route for the preparation of gamma-hydroxybutenolides via catalyst-free annulation of alpha-amino acids with alpha-keto acids in water is reported. The method shows many advantages such as readily available starting materials, mild reaction conditions, operational simplicity, acceptable yields, and requiring no extra catalysts or additions. Furthermore, the method is innocuous to the environment, also is valuable to industry. (C) 2017 Elsevier Ltd. All rights reserved.
• Concise, regiocontrolled synthesis of yangjinhualine A
  作者：John Boukouvalas、Lucas C. McCann

  DOI：10.1016/j.tetlet.2011.01.036

  日期：2011.3

  The first synthesis of yangjinhualine A, a recently isolated alpha,beta-disubstituted gamma-hydroxybutenolide from the Chinese medicinal herb Datura mete! L., has been accomplished in concise, entirely regiocontrolled fashion through the combined use of Suzuki-Miyaura cross-coupling and 2-silyloxyfuran oxyfunctionalization. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis of Yangjinhualine A
  作者：Narshinha Argade、Prashant Deore、Ramesh Batwal

  DOI：10.1055/s-0034-1379582

  日期：——

  Selective reduction of 3-(4-hydroxyphenyl)-2-methylmaleic anhydride provides access the corresponding gamma-hydroxybutenolide natural product yangjinhualine A.