10486-91-6Relevant articles and documents
Perry,Webb
, p. 2481,2483 (1968)
2-Acetamido-2-deoxyaldonolactones from sugar formazans
Zsoldos-Mady, Virag,Pinter, Istvan,Neszmelyi, Andras,Messmer, Andras,Perczel, Andras
, p. 85 - 96 (2007/10/02)
A new approach towards simple aldonic acid derivatives starting from the corresponding aldoses via the 2-acetamido-2-deoxy formazans resulted in the synthesis of 2-acetamido-2-deoxy-D-galactono-1,4-lactone (8), and its 6-deoxy (11) and 6-azido-6-deoxy (14) analogues on treatment with trifluoroacetic acid.The five-membered ring structure of the lactones and that of the intermediate lactone phenylhydrazone (7) was proved by 1H and 13C NMR studies, including deuterium-induced differential isotope shift (DIS) measurements.With sodium borohydride, lactones 8 and 11 were converted into 2-acetamido-2-deoxy-D-galactitol (15) and its 6-deoxy analogue (17), respectively.
A MECHANISTIC CONSIDERATION OF THE HYDRAZINOLYSIS OF 3-O-SUBSTITUTED 2-ACETAMIDO-2-DEOXY-D-HEXOPYRANOSYL AND -D-HEXITOL RESIDUES IN THE ABSENCE AND PRESENCE OF HYDRAZINIUM SULFATE
Inoue, Yasuo,Kitajima, Ken
, p. 342 - 348 (2007/10/02)
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