A novel glycosyl donor for the synthesis of cancer specific core 5 and sialyl core 5 as glycopeptide building blocks

Autor:	R. Rao Koganty, Dongxu Qiu
Rok vydání:	1997
Předmět:	Glycosylation Stereochemistry Organic Chemistry Leaving group Carbohydrate Biochemistry Glycopeptide Serine chemistry.chemical_compound chemistry Drug Discovery Threonine Glycosyl donor Protecting group
Zdroj:	Tetrahedron Letters. 38:961-964
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(96)02490-2
Popis:	Trichloroacetimidate at 1 and 3 position of 4,6-benzylidenyl N-acetylgalactosamine serves as a leaving group for glycosylation and a selective and acid sensitive protecting group respectively. This versatile donor, while forming exclusive α-glycoside with serine/threonine, serves as a fascile precursor to 3-OH which can be generated in acid medium without affecting 4,6-acetal protecting group or the protecting groups of serine/threonine. Synthesis of cancer associated carbohydrate Core 5 and its sialylated analog are accomplished through the use of this donor.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1b62700d0d4ab4a8cbf176565d307a98 https://doi.org/10.1016/s0040-4039(96)02490-2 Zobrazit plný text záznamu Full Text from ScienceDirect