81312-34-7Relevant articles and documents
Semisynthetic ε-(iso)rhodomycins: a new glycosylation variant and modification reactions
Kolar, Cenek,Kneissl, Guenther,Knoedler, Ursula,Dehmel, Konrad
, p. 89 - 100 (2007/10/02)
Synthesis of 7-O-(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)-ε-(iso)rhodomycinones 16 and 17, and their 3'-morpholino derivatives are described.Glycosylation (trimethylsilyl triflate, 10:1 dichloromethane-acetone, -35 deg C) of 1-O-tert-butyldimethyls
HEMISYNTHESE DE NOUVEAUX GLICOSIDES ANALOGUES DE LA DAUNORUBICINE
Boivin, Jean,Montagnac, Alain,Monneret, Claude,Pais, Mary
, p. 223 - 242 (2007/10/02)
Seven daunorubicin analogs containing α-L-, α-D-, and β-D-glicosidic linkages, in which the natural occuring sugar (L-daunosamine) was replaced by diastereomeric 3-amino-2,3,6-trideoxyhexoses (3-epi-L-daunosamine, D-acosamine, D-daunosamine, D-ristosamine, and 3-epi-D-daunosamine), were prepared.In all cases, glycosidation with daunomycinone was performed in the presence of p-toluenesulfonic acid starting from 1-O-acetyl-2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoro-acetamidohexopyranoses (prepared from the corresponding methyl 3-amino-2,3,6-trideoxyhexopyranosides) or from 1,5-anhydro-2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamidohex-1-enitols (prepared from glycosals or pseudoglycals, the 3-amino group being introduced by substitution with sodium azide and subsequent reduction).Glycosidation was followed by removal of the protecting groups.