367276-21-9Relevant academic research and scientific papers
One-pot protection-glycosylation reactions for synthesis of lipid II analogues
Mitachi, Katsuhiko,Mohan, Priya,Siricilla, Shajila,Kurosu, Michio
, p. 4554 - 4558 (2014/05/06)
(2,6-Dichloro-4-methoxyphenyl)(2,4-dichlorophenyl)methyl trichloroacetimidate (3) and its polymer-supported reagent 4 can be successfully applied to a one-pot protection-glycosylation reaction to form the disaccharide derivative 7 d for the synthesis of lipid II analogues. The temporary protecting group or linker at the C-6 position and N-Troc protecting group of 7 d can be cleaved simultaneously through a reductive condition. Overall yields of syntheses of lipid II (1) and neryl-lipid II Nε-dansylthiourea are significantly improved by using the described methods. Sweet synthetic methods: A one-pot protection glycosylation reaction of the diol glycosyl acceptor is developed for synthesis of the lipid II disaccharide (see figure, Troc=2,2,2-trichloroethoxycarbonyl). Improved syntheses of lipid II and neryl-lipid II analogues are summarized.
Synthesis of an orthogonally protected precursor to the glycan repeating unit of the bacterial cell wall.
Saha,Van Nieuwenhze,Hornback,Aikins,Blaszczak
, p. 3575 - 3577 (2007/10/03)
[reaction: see text]. A synthesis of stereochemically pure and orthogonally protected N-acetyl-(2-deoxy-2-aminoglucopyranosyl)-beta-[1,4]-N-acetylmuramyl (NAG-NAM) monopeptide (2), the glycopeptide core of lipid II and of the bacterial cell wall repeating
