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Synthesis of CH-linked α-galactosylceramide and its glucose analogues through glycosyl radical-mediated direct C-glycosylation. | LitMetric

Synthesis of CH-linked α-galactosylceramide and its glucose analogues through glycosyl radical-mediated direct C-glycosylation.

Chem Commun (Camb)

Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1, Maidashi, Higashi-ku, Fukuoka 812-8582, Japan.

Published: April 2020

AI Article Synopsis

Article Abstract

We describe a new synthetic approach for C-linked glycolipid analogues, in which the cleavable O-glycosidic linkage is replaced by a carbon unit. Direct C-glycosylation of a conformationally constrained and stable C1-sp hybridized xanthate carbohydrate with carefully designed sphingosine units afforded the CH-linked analogue of antitumor-active KRN7000 and its glucose congener.

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Source
http://dx.doi.org/10.1039/d0cc00785dDOI Listing

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