Total Synthesis of the Repeating Unit of Streptococcus pneumoniae Zwitterionic Polysaccharide Sp1

Autor:	Antara Ghosh, Suvarn S. Kulkarni
Rok vydání:	2021
Předmět:	chemistry.chemical_classification chemistry Longest linear sequence Stereochemistry Organic Chemistry Streptococcus pneumoniae medicine Total synthesis Stereoselectivity Trisaccharide Rare sugar Polysaccharide medicine.disease_cause
Zdroj:	The Journal of Organic Chemistry. 86:18292-18299
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.1c02409
Popis:	Reported herein is the total synthesis of the trisaccharide repeating unit of Streptococcus pneumoniae zwitterionic polysaccharide Sp1 containing a rare sugar, 2-acetamido-4-amino-2,4,6-trideoxy-d-galactose (AAT), and three consecutive 1,2-cis-glycosidic linkages. The total synthesis was completed via highly stereoselective glycosylations and late-stage oxidation as key steps involving a longest linear sequence of 21 steps with 4.4% overall yield.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ce97f76b98d93ba8dca1f1657fe1e828 https://doi.org/10.1021/acs.joc.1c02409 Zobrazit plný text záznamu