268203-05-0Relevant articles and documents
Synthesis of phenyl 3,4-di-O-benzyl-2,6-dideoxy-3-C-methyl-1-thio-α,β-L-xylo-hexopyranoside. A glycosyl donor for axenose
Smith, Garry R.,Villani Jr., Frank J.,Failli, Luca,Giuliano, Robert M.
, p. 139 - 149 (2007/10/03)
A new synthesis of the methyl-branched sugar axenose is described. Axenose is found in the antibiotics axenomycin, dutomycin, and polyketomycin. The synthesis is based on additions of organometallic reagents to pentodialdo-1,4-furanosides and allows the preparation of derivatives of methyl α-L-axenoside which are protected at the tertiary C-3 hydroxyl group. Conversion to thioglycoside derivatives for use in oligosaccharide synthesis was carried out directly from the methyl glycoside by treatment with phenylthiotrimethylsilane and trimethylsilyl trifluoromethanesulfonate. Copyright (C) 2000 Elsevier Science Ltd.