ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Influence of Configuration on Partial Esterification of D-GlucopyranosidesDuring esterification with acid chloride in pyridine (1 : 1) the 2-OH group of the anomeric methyl-D-glucopyranosides reacts next most easily to the 6-OH group; the α-anomer however yields more 2,6-diester. For the anomers of benzyl-D-glucopyranosides the order of reactivity of the hydroxy groups is different: 6-OH 〉 3-OH 〉 2-OH 〉 4-OH (α-configuration) and 6-OH 〉 2-OH 〉 3-OH 〉 4-OH (β-configuration).
Notes:
Bei der Veresterung der anomeren Methyl-D-glucopyranoside mit Säurechlorid/Pyridin (1 : 1) reagiert nächst dem 6-Hydroxyl das 2-Hydroxyl am leichtesten; die α-Form liefert jedoch mehr 2.6-Diester. Bei den Benzyl-D-glucopyranosiden ist die Reaktivitätsreihenfolge der Hydroxygruppen für die α-Form (6-OH 〉 3-OH 〉 2-OH 〉 4-OH) verschieden von derjenigen der β-Form (6-OH 〉 2-OH 〉 3-OH 〉 4-OH).
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.19717470105
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