1.
Carbohydr Res
; 239: 197-207, 1993 Feb 01.
Artigo
em Inglês
| MEDLINE
| ID: mdl-8457995
RESUMO
The order of esterification of the eight hydroxyl groups of alpha,alpha-trehalose is HO-6.6' > HO-2.2' > HO-3.3' > HO-4.4'. Under the appropriate conditions of benzoylation, the heptabenzoate with HO-4' free was obtained in good yield (58%), along with the octabenzoate and the hexabenzoate having HO-4.4' free. The readily isolated heptabenzoate was a convenient starting material for the synthesis of 4-azido-4-deoxy- (84%) and 4-amino-4-deoxy-alpha-D-galactopyranosyl alpha-D-glucopyranoside, and the heptabenzoate of alpha-D-galactopyranosyl alpha-D-glucopyranoside with HO-4' free, which was used as a synthetic precursor of 4-azido-4-deoxy-alpha-D-glucopyranosyl alpha-D-glucopyranoside and its amino analogue.
Assuntos
Azidas/síntese química , Trealose/análogos & derivados , Sequência de Carboidratos , Isomerismo , Dados de Sequência Molecular , Trealose/síntese química
2.
Carbohydr Res
; 240: 287-93, 1993 Feb 24.
Artigo
em Inglês
| MEDLINE
| ID: mdl-8458011