PROTECTION AND DEPROTECTION OF FUSED 2-AMINO-4(3H)-PYRIMIDINONES - CONVERSION OF PTERINS AND 5-DEAZAPTERINS TO 2,4-DIAMINO DERIVATIVES

Authors
TAYLOR EC OTIV SR DURUCASU I
Citation
Ec. Taylor et al., PROTECTION AND DEPROTECTION OF FUSED 2-AMINO-4(3H)-PYRIMIDINONES - CONVERSION OF PTERINS AND 5-DEAZAPTERINS TO 2,4-DIAMINO DERIVATIVES, Heterocycles, 36(8), 1993, pp. 1883-1895
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
36
Issue
8
Year of publication
1993
Pages
1883 - 1895
Database
ISI
SICI code
0385-5414(1993)36:8<1883:PADOF2>2.0.ZU;2-B
Abstract
5-Deazapterins and pterins are readily converted to their 4-deoxy-4-am ino derivatives (a lactam-to-amidine conversion) by reaction with 4-ch lorophenyl phosphorodichloridate and 1,2,4-triazole to give intermedia te 4-[1'-(1,2,4-triazolyl)] derivatives, followed by reaction with aqu eous ammonia. Some anomalous results obtained by application of the Mi tsunobu reaction (normally a lactam-to-lactim ether conversion) to 5-d eazapterins are detailed.