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Синтез гидроксифосфонатов тетрагидротиопиранового ряда и сложных эфиров на их основе

Синтез гидроксифосфонатов тетрагидротиопиранового ряда и сложных эфиров на их основе

Abstract

Identification of new perspective biologically active compounds based on sulfur and phosphorus-containing heterocyclic substances currently is an urgent task. In order to develop researches on the nucleophilic compound of dialkylphosphorous acids to tetrahydropyran-4-ol and tetrahydrothiopyran-4-ol in this article regarded the synthesis cis-2,6-diphenyl-4-diethoxy phosphoryl tetrahydrothiopyran-4-ol by reacting the cis-isomer of 2,6-difeniltetrahydrothiopyran-4-ol, condensation with dialkyl phosphite under Abramov´s reaction conditions in the presence of freshly prepared sodium alkoxide. Further, in order to obtain novel compounds were synthesized the esters of 2,6-diphenyl-4-diethoxy phosphoryl tetrahydrothiopyran-4-ol by joining respective corresponding anhydrides and acid chlorides of acids. Synthesis of new derivatives of tetrahydrothiopyranon allows to developing the direction for obtaining modern antimicrobial, antifungal, antiviral and radioprotective drugs. The composition and structure of the obtained compounds were confirmed by the data of elementary analysis and IR-spectroscopy.

Выявление новых перспективных биологически активных веществ на основе серои фосфорсодержащих гетероциклических соединений в настоящее время является актуальной задачей. С целью развития исследований по нуклеофильному соединению диалкилфосфористых и диалкилтиофосфористых кислот к тетрагидропиран-4-ону и тетрагидротиопиран-4-ону в данной статье рассматривается синтез цис-2,6-дифенил-4-диэтоксифосфорилтетрагидротиопиран-4-ола путем взаимодействия цис-изомера 2,6-дифенилтетрагидротиопиран-4-она конденсацией с диалкилфосфитом в условиях реакции Абрамова в присутствии свежеприготовленного алкоголята натрия. Далее с целью получения новых соединений проведен синтез сложных эфиров 2,6-дифенил-4-диэтоксифосфоротетрагидротиопиран-4-ола путем присоединения соответствующих ангидридов и хлорангидридов кислот. Синтез новых производных тетрагидротиопиранонов позволяет развивать направление по получению современных антимикробных, фунгицидных, противовирусных и радиопротекторных лекарственных препаратов. Состав и строение полученных соединений подтверждены данными элементного анализа и ИК-спектроскопии.

Keywords

ГЕТЕРОЦИКЛИЧЕСКИЕ ТЕТРАГИДРОТИОПИРАНЫ, ФОСФОРОРГАНИЧЕСКИЕ ПРОИЗВОДНЫЕ, СЛОЖНЫЕ ЭФИРЫ, АНГИДРИДЫ, ХЛОРАНГИДРИДЫ, ЭЛЕМЕНТНЫЙ АНАЛИЗ, ИК-СПЕКТРОСКОПИЯ, ТОНКОСЛОЙНАЯ ХРОМАТОГРАФИЯ

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
0
Average
Average
Average
gold