ISSN:
1573-8388
Quelle:
Springer Online Journal Archives 1860-2000
Thema:
Chemie und Pharmazie
Notizen:
Abstract The glycosylation of betulafolienetriol (dammar-24-ene-3α,12β,20(S)-triol) under the conditions of the Koenigs-Knorr, the Helferich, and the orthoester methods has been studied. It has been shown that the condensation of β-folienetriol and its 3-epimer with α-acetobromoglucose in the presence of silver oxide leads to a mixture of the corresponding 3-, 12-, and 20-mono- and 3,12- and 3,20-di-O-β-pD-glucopyranosides. It has been established that the glycosylation of dammar-24-ene-3α,12β,20(S)-triol under Helferich's conditions and those of the orthoester method is accompanied by a side reaction of dehydration in the side chain and leads to 20-dehydroxy derivatives. The structures of all the newly obtained compounds have been established on the basis of the results of IR and of1H and13C NMR spectroscopy.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1007/BF00598297
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