Синтез и химия производных 1, 4, 6, 10-тетраазаадамантана-новой гетерокаркасной системы

V. Выводы.

1. Предложена стратегия синтеза нового класса гетерокаркасных соединений -1,4,6,10-тетраазаадамантанов, а также их производных, содержащих заданные заместители во всех положениях адамантанового каркаса. Разработанные процедуры позволяют получать 1,4,6,10-тетраазаадмантаны в препаративных количествах.

2. Разработан универсальный комбинаторный метод синтеза трисф-оксиминоалкил)аминов симметричного и несимметричного строения строения из доступных алифатических нитросоединений. Получена обширная библиотека разнозамещенных трис (Р-оксиминоалкил)аминов.

3. Впервые осуществлена внутримолекулярная циклотримеризация оксиминовых групп. Предложены пути для осуществления циклизации в трис ((3-оксиминоалкил)аминах как за счет активации реагирующих оксиминовых групп, так и за счет стабилизации адамантановой структуры. Изучено влияние природы заместителей в трис (Р-оксиминоалкил)аминах на процесс циклизации в 4,6,10-тригидрокси-1,4,6,10-тетраазаадамантаны.

4. Изучены пути модификации структуры 4,6,10-тригидрокси-1,4,6,10-тетраазаадамантанов: алкилирование узлового атома азота и гидроксигрупп при мостиковых атомах азота, восстановление гидроксиламиновых групп до свободных вторичных аминогрупп и их дальнейшая функционализация. Разработаны процедуры получения 1,4,6,10-тетраазаадамантанов, содержащих ацетильные, (трет-бутокси)карбомоильные, функционализированные алкильные и нитрозо группы у мостиковых атомов азота адамантанового каркаса.

5. Впервые получен структурный изомер уротропина — незамещенный 1,4,6,10-тетрааз аа дам антан.

6. Проведены первичные испытания биологической активности производных 1,4,6,10-тетраазаадамантанов. Для Ы-бензильной четвертичной соли триметилзамещенного 4,6,10-тригидрокси-1,4,6,10-тетраазаадмантана обнаружена умеренная антибактериальная активность.

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