Методи захисту/зняття захисту гідроксильних груп при синтезі полігідроксифлавонолів
Анотація
У статті представлено огляд методів одержання полігідроксифлавонолів без захисту гідроксигруп, а також синтезів із застосуванням метилювання, алкілування та бензилювання вихідних реагентів і, відповідно, деметилювання, деалкілування та дебензилювання кінцевих флавонолів. Показано, що найбільш зручною для синтезу природних полігідроксифлавонолів та їх аналогів є реакція дебензилювання з використанням Pd/C каталізатора в тетрагідрофурані, що дозволяє отримати флавоноли, що містять як гідрокси-, так і метоксигрупи. Синтези з використанням реакцій бензилювання/дебензилювання легко масштабуються, що дозволяє отримувати великі кількості полігідроксифлавонолів, крім того, останні не містять домішок галогеноводнів, що дає можливість використовувати отримані флавоноли у фармацевтичній та харчовій промисловості.
Проведено синтези гідроксифлавонолів з пірогалол-подібною структурою бічного фенільного циклу. З використанням реакцій бензилювання/дебензилювання отримано природний флавонол фізетин – перспективний лікарський засіб та компонент харчових добавок.
Завантаження
Посилання
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