126946-45-0Relevant academic research and scientific papers
HF-Induced Intramolecular C-Arylation and C-Alkylation/Fluorination of 2-Aminoglycopyranoses
Probst, Nicolas,Martin, Amélie,Désiré, Jér?me,Mingot, Agnès,Marrot, Jér?me,Blériot, Yves,Thibaudeau, Sébastien
, p. 1040 - 1043 (2017)
Internal C-aryl and C-alkyl glycosides derived from 2-aminoglycopyranoses have been synthesized, exploiting a HF-mediated stereoselective intramolecular glycosylation. These conditions are compatible with acetate protecting groups and allow introduction of aromatics with various electronic distributions at the anomeric position. This strategy also provides straightforward entry to original fluorinated sugar-azacycle hybrids via a tandem internal C-glycosylation/fluorination reaction starting from 2-N-allyl/propargyl glycopyranoses. All cyclizations proceed in a 1,2-cis stereocontrolled manner.
N-Alkyl derivatives of 2-amino-2-deoxy-D-glucose
Liberek, Beata,Melcer, Anna,Osuch, Anna,Wakiec, Roland,Milewski, Slawomir,Wisniewski, Andrzej
, p. 1876 - 1884 (2007/10/03)
Mono- and di-N-alkylated derivatives of 1,3,4,6-tetra-O-acetyl-2-amino-2- deoxy-β-D-glucose (alkyl = methyl, ethyl, propyl, butyl, pentyl, hexyl, benzyl) were synthesised by the reductive alkylation of per-O-acetyl-d- glucosamine. (N-ethyl, N-propyl, N-bu
1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose from D-Glucosamine
Dasgupta, Falguni,Garegg, Per J.
, p. 1640 - 1641 (2007/10/02)
A new method which is quick and efficient has been developed for the preparation of the above azido compound (1) from 1,3,4,6-tetra-O-acetyl-2-N-benzyl-2-deoxy-β-D-glucopyranose.
