Synthesis and study of the glycosyl-donor properties of 2-(2,2,2-trichloroethoxy)-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-d-galactopyrano)-[2,1-d]-2-oxazoline Научная публикация
Журнал |
Carbohydrate Research
ISSN: 1873-426X , E-ISSN: 0008-6215 |
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Вых. Данные | Год: 2024, Том: 536, Номер статьи : 109040, Страниц : DOI: 10.1016/j.carres.2024.109040 | ||||
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Реферат:
A synthesis of 2-(2,2,2-trichloroethoxy)-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-d-galactopyrano)-[2,1-d]-2-oxazoline – a previously unknown 2-alkoxy glyco-[2,1-d]-2-oxazoline derivative with d-galacto configuration was carried out. Glycosylating activity of the obtained galactooxazoline has been studied and it has been shown that in the presence of a weak protic acid, such as sym-collidinium triflate, this substance exhibits properties of a reactive and 1,2-trans-stereoselective glycosyl donor. The homopolymerization reaction of oxazoline derivatives of sugars has been found to proceed under the same conditions, leading to the formation of pseudo-oligosaccharide products. It has been found that this undesirable side reaction could be suppressed by changing the acid catalyst concentration, resulting in the development of efficient methods for the synthesis of glycoside and oligosaccharide derivatives of β-d-galactosamine using the synthesized 2-(2,2,2-trichloroethoxy)-2-oxazoline glycosyl donor under very mild conditions.
Библиографическая ссылка:
Pertel S.S.
, Kakayan E.S.
, Zinin A.I.
, Kononov L.O.
Synthesis and study of the glycosyl-donor properties of 2-(2,2,2-trichloroethoxy)-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-d-galactopyrano)-[2,1-d]-2-oxazoline
Carbohydrate Research. 2024. V.536. 109040 . DOI: 10.1016/j.carres.2024.109040 WOS Scopus OpenAlex
Synthesis and study of the glycosyl-donor properties of 2-(2,2,2-trichloroethoxy)-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-d-galactopyrano)-[2,1-d]-2-oxazoline
Carbohydrate Research. 2024. V.536. 109040 . DOI: 10.1016/j.carres.2024.109040 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: | WOS:001164312200001 |
Scopus: | 2-s2.0-85182624229 |
OpenAlex: | W4390705053 |
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Пока нет цитирований