Progress in 7-deazapurine - pyrrolo[2,3-d]pyrimidine - ribonucleoside synthesis.
This review reports on the synthesis of 7-deazapurine ribonucleosides, including C-nucleosides, 2'-C-methyl derivatives and L-enantiomers. It covers the various aspects of convergent nucleoside synthesis such as the Schiff base procedure, the fusion reaction, the metal salt procedures, the Silyl-Hilbert-Johnson reaction, and the nucleobase anion glycosylation. The review discusses the scope and limitations of glycosylation reactions performed on 7-deazapurines. Peracylated ribose derivatives were now employed in the glycosylation, which overcome difficulties reported earlier.
Seela
Frank
F
Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Barbarastr. 7, D-49069 Osnabrück, Germany. Frank.Seela@uni-osnabrueck.de
Peng
Xiaohua
X
D011687:Purines / Q000138:chemical synthesis*; D011743:Pyrimidines / Q000138:chemical synthesis*; D011758:Pyrroles / Q000138:chemical synthesis*; D012263:Ribonucleosides / Q000138:chemical synthesis*
C512929:7-deazapurine; D011687:Purines; D011743:Pyrimidines; D011758:Pyrroles; C450639:Pyrrolo(2,3-d)pyrimidine; D012263:Ribonucleosides