Regioselective deacetylation of peracetylated glycosides with a cleavable aglycone; Carbohydrate Research; Vol. 556
| Parent link: | Carbohydrate Research.— .— Amsterdam: Elsevier Science Publishing Company Inc. Vol. 556.— 2025.— Article number 109626, 8 p. |
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| Altri autori: | , , , , |
| Riassunto: | Title screen Partially acetylated carbohydrates are integral to several biological functions and serve as synthetic intermediates for accessing complex glycoconjugates and oligosaccharides; however, their chemical synthesis remains highly challenging. Herein, we describe a straightforward protocol for the synthesis of monoacetylated sugars through acid-catalyzed regioselective deacetylation of readily accessible peracetylated glycosides featuring a cleavable aglycone (4-methoxyphenyl). The protocol proved effective for β-1,2-trans and α-1,2-cis-configured peracetylated pyranosides and its utility was demonstrated by large-scale synthesis, optimization for continuous flow, and application towards oligosaccharide synthesis Текстовый файл AM_Agreement |
| Lingua: | inglese |
| Pubblicazione: |
2025
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| Soggetti: | |
| Accesso online: | https://doi.org/10.1016/j.carres.2025.109626 |
| Natura: | Elettronico Capitolo di libro |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=685418 |
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| 200 | 1 | |a Regioselective deacetylation of peracetylated glycosides with a cleavable aglycone |f A. A. Abramov, A. G. Fefelova, A. Shatskiy [et al.] | |
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| 330 | |a Partially acetylated carbohydrates are integral to several biological functions and serve as synthetic intermediates for accessing complex glycoconjugates and oligosaccharides; however, their chemical synthesis remains highly challenging. Herein, we describe a straightforward protocol for the synthesis of monoacetylated sugars through acid-catalyzed regioselective deacetylation of readily accessible peracetylated glycosides featuring a cleavable aglycone (4-methoxyphenyl). The protocol proved effective for β-1,2-trans and α-1,2-cis-configured peracetylated pyranosides and its utility was demonstrated by large-scale synthesis, optimization for continuous flow, and application towards oligosaccharide synthesis | ||
| 336 | |a Текстовый файл | ||
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| 461 | 1 | |t Carbohydrate Research |c Amsterdam |n Elsevier Science Publishing Company Inc. | |
| 463 | 1 | |t Vol. 556 |v Article number 109626, 8 p. |d 2025 | |
| 610 | 1 | |a Selective deacetylation | |
| 610 | 1 | |a Regioselective reaction | |
| 610 | 1 | |a Partially acetylated sugars | |
| 610 | 1 | |a Acid-catalyzed deacetylation | |
| 610 | 1 | |a электронный ресурс | |
| 610 | 1 | |a труды учёных ТПУ | |
| 701 | 1 | |a Abramov |b P. A. |c chemist |c professor, senior researcher at Tomsk Polytechnic University, Doctor of Chemical Sciences |f 1985- |g Pavel Aleksandrovich |9 88582 | |
| 701 | 1 | |a Fefelova |b A. G. |c organic chemist |c Junior Research Fellow at Tomsk Polytechnic University |f 1988- |g Anastasiya Grigorievna |y Tomsk |9 16992 | |
| 701 | 1 | |a Shatskiy |b A. |g Andrey | |
| 701 | 1 | |a Karkas |b M. D. |g Markus | |
| 701 | 1 | |a Stepanova |b E. V. |c chemist |c Associate Professor of Tomsk Polytechnic University, Candidate of Chemical Sciences |f 1988- |g Elena Vladimirovna |9 17776 | |
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