Selective reduction of the 7-oxo group in pyrido[2,3d]pyrimidine-4,7- diones: A new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF)

José I. Borrell, Jordi Teixidó, Josep Lluís Matallana, Blanca Martínez-Teipel, Esther Couceiro

Research output: Indexed journal article Articlepeer-review

4 Citations (Scopus)

Abstract

A selective reduction of the carbonyl group at C7 with borane in THF is accomplished for 2,4-diamino-7-oxo and 2-amino-4,7-dioxo substituted pyridopyrimidines (7a-c) and (13a-c) respectively, the ester group remaining unaltered in both cases. The synthesis of 21c allows a new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF, 1) because it is a common intermediate in two procedures that afford the aforementioned antifolate.

Original languageEnglish
Pages (from-to)1207-1214
Number of pages8
JournalHeterocycles
Volume52
Issue number3
DOIs
Publication statusPublished - 1 Mar 2000

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