Straightforward route for anchoring a glucosyl moiety onto nucleophilic species: reaction of amines and alcohols with carboxymethyl 3,4,6-tri-O-acetyl-alpha-D-glucopyranoside 2-O-lactone.
J Org Chem
; 68(17): 6672-8, 2003 Aug 22.
Article
em En
| MEDLINE
| ID: mdl-12919031
ABSTRACT
The base-catalyzed reaction of carboxymethyl 3,4,6-tri-O-acetyl-alpha-D-glucopyranoside 2-O-lactone (prepared from isomaltulose) with amino acids and fatty amines under basic catalysis gave a series of new pseudoglucopeptides, nonionic amphiphiles, and polymerizable derivatives. The same reaction applied to alcohols provided the corresponding 2-(alpha-D-glucopyranosyloxy)acetyl esters with either basic or acidic catalysts.
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Base de dados:
MEDLINE
Assunto principal:
Alcenos
/
Glucose
/
Lactonas
Idioma:
En
Ano de publicação:
2003
Tipo de documento:
Article