Premium
Ribosidierung von Pyrrolo[2,3‐ d ]pyrimidinen in Gegenwart starker Basen
Author(s) -
Seela Frank,
Lüpke Uwe,
Hasselmann Doris
Publication year - 1980
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19801130826
Subject(s) - chemistry , derivative (finance) , anomer , medicinal chemistry , nucleoside , pyrimidine , catalysis , sodium hydride , hydride , condensation , stereochemistry , organic chemistry , physics , economics , thermodynamics , hydrogen , financial economics
Ribosidation of Pyrrolo[2,3‐ d ]pyrimidines in the Presence of Strong Bases Glycosidation of the pyrrolo[2,3‐ d ]pyrimidine derivative 3c with the tribenzylated halogenose 6b in strong alkaline medium under the conditions of phase transfer catalysis yields the anomers 9a and 10a . The latter are intermediates in the synthesis of the nucleoside Q as well as for preparation of 7‐methyl‐7‐deazanucleosides. By condensation of the 4‐chloro derivative 3a with the tribenzoylated halogenose 4b and sodium hydride, substitution at the carbon of the acyloxonium ion takes place and a reaction product with orthoamide structure is formed.