ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Concerning the preparation of methyl α-D-fructopyranoside and the structure of the orthoester by-productsKoenigs-Knorr glycosidation (AgClO4/Ag2CO3) of the easily accessible p-nitrobenzoylated fructosylchloride 7 yields mainly the protected glycoside 3 which was deacylated to the known title compound 1. The orthoesters 15 and 16 were formed as by-products in this glycosidation whilst the analogous orthoesters 21 and 22 are formed as main products in the glycosidation (Ag2CO3) of the benzoylated fructosylchloride 12. The structure of these orthoesters was deduced mainly from their spectroscopic data, from those of their derivatives 17, 18, 19, 20, 25 and 26 and by comparison of the latter with the model compounds 31 and 34.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19790620204
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