182427-46-9Relevant academic research and scientific papers
Total synthesis of altissimacoumarin D, a small molecule sirtuin1 activator
Silva, Anna C.,Benelkebir, Hanae,Lopes, Rosangela S. C.,Lopes, Claudio C.,Ganesan
, p. 1157 - 1161 (2018/04/02)
The total synthesis of the plant natural product altissimacoumarin D was achieved by the Mitsunobu alkylation of isofraxidin by geraniol. Isofraxidin was prepared from 2,4-dihydroxybenzaldehyde in five steps. The key reaction was the Knoevenagel condensat
Total synthesis of six 3,4-unsubstituted coumarins
Gao, Wenqing,Li, Qingyong,Chen, Jian,Wang, Zhichao,Hua, Changlong
, p. 15613 - 15623 (2014/01/17)
In this article we describe a new methodology for the total synthesis of 3,4-unsubstituted coumarins from commercially available starting materials. Six examples were prepared, including five naturally occurring coumarins-7-hydroxy- 6,8-dimethoxycoumarin (isofraxidin), 7-hydroxy-6-methoxycoumarin (scopoletin), 6,7,8-trimethoxycoumarin, 6,7-dimethoxycoumarin (scoparone), and 7,8-dihydroxycoumarin (daphnetin) and one synthetic coumarin, 7-hydroxy-6-ethoxycoumarin. Moreover, five important o-hydroxybenzaldehyde intermediates were also obtained, namely 2,4-dihydroxy-3,5- dimethoxybenzaldehyde, 2,4-dihydroxy-5-methoxybenzaldehyde, 5-ethoxy-2,4- dihydroxybenzaldehyde, 2-hydroxy-3,4,5-trimethoxybenzaldehyde, and 2-hydroxy-4,5-dimethoxybenzaldehyde. The method developed herein involves just three or four steps and allows for the rapid synthesis of these important molecules in excellent yields. This is the first synthesis of 6,7,8-trimethoxycoumarin and 7-hydroxy-6-ethoxycoumarin.
A convenient total synthesis of isofraxidin, a natural coumarin
Chen, Wan-Mu
, p. 1085 - 1087 (2007/10/03)
The synthesis of isofraxidin in four steps starting from m-benzendiol, which is one of the important components of adrug in the treatment of insomnia, palpitation, amnesia and sexual deficiency in Chinese traditional medicine, is described.
