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Synthesis of a new glycosyl-acceptor derivative of normuramic acid lactam and its use for the preparation of a spacer-armed disaccharide structurally similar to the repeating fragment of the bacterial spore cell wall peptidoglycan Научная публикация

Журнал Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Вых. Данные Год: 2024, Том: 73, Номер: 12, Страницы: 3722-3731 Страниц : 10 DOI: 10.1007/s11172-024-4482-5
Авторы Pertel S.S. 1 , Kakayan E.S. 1 , Zinin A.I. 2 , Kononov L.O. 2
Организации
1 V. I. Vernadsky Crimea Federal University, 4 prosp. Akad. Vernadskogo, 295007, Simferopol, Russian Federation
2 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

Реферат: A new, highly reactive spacer-armed glycosyl-acceptor derivative of normuramic acid latam was synthesised using an optimized synthetic scheme. The scheme allowed the complete suppression of the side intramolecular N-alkylation reaction occurring during the preparation of this substance using a method based on intramolecular 3-O-alkylation. It was shown that intramolecular N-alkylation in the 3-chloropropylglycoside derivative of normuramic acid lactam led to the formation of an unusual tetracyclic derivative. The reaction of the synthesized reactive glycosyl-acceptor 4-hydroxy derivative with the lowre active 2-methyl-glucopyrano-[2,1-d]-2-oxazoline glycosyl-donor resulted in a spacer-armed disaccharide derivative of normuramic acid lactam structurally similar to the repeating fragment of the bacterial spore cell wall peptidoglycan.
Библиографическая ссылка: Pertel S.S. , Kakayan E.S. , Zinin A.I. , Kononov L.O.
Synthesis of a new glycosyl-acceptor derivative of normuramic acid lactam and its use for the preparation of a spacer-armed disaccharide structurally similar to the repeating fragment of the bacterial spore cell wall peptidoglycan
Russian Chemical Bulletin. 2024. V.73. N12. P.3722-3731. DOI: 10.1007/s11172-024-4482-5 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:001427974500003
Scopus: 2-s2.0-86000008407
OpenAlex: W4407792976
Цитирование в БД:
БД Цитирований
OpenAlex 1
Scopus 1
Web of science 1
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