Total Synthesis of the Conjugation-Ready Tetrasaccharide Repeating Unit of Shewanella japonica Type Strain KMM 3299 T
Here we report the first total synthesis of the conjugation-ready tetrasaccharide repeating unit of type strain KMM 3299 . The presence of rare deoxyamino sugars and installation of three consecutive 1,2- glycosidic linkages makes the synthesis formidable. The challenging late-stage oxidation was ov...
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Veröffentlicht in: | Organic letters 2024-05, Vol.26 (20), p.4346-4350 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Here we report the first total synthesis of the conjugation-ready tetrasaccharide repeating unit of
type strain KMM 3299
. The presence of rare deoxyamino sugars and installation of three consecutive 1,2-
glycosidic linkages makes the synthesis formidable. The challenging late-stage oxidation was overcome by using a galacturonate donor. The total synthesis was completed via a longest linear sequence of 22 steps in an overall yield of 3.5% starting from d-mannose. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.4c01354 |