Tetrahedron

Synthesis of 10-substituted “open-chain” analogues of 5, 10-dideaza-5, 6, 7, 8-tetrahydrofolic acid (DDATHF, Lometrexol)

EC Taylor, TH Schrader, LD Walensky

Index: Taylor, Edward C.; Schrader, Thomas H.; Walensky, Loren D. Tetrahedron, 1992 , vol. 48, # 1 p. 19 - 32

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Citation Number: 23

Abstract

Several novel and very potent folate antimetabolites, structurally based upon our previously described “open-chain” version of DDATHF but carrying 1-carbon substituents in the 10- position, have been synthesized. A key synthetic sequence involving a palladium-catalyzed C C coupling reaction, oxymercuration, and Wittig olefination constitutes a new route to α- branched 4-styrene carboxylic acids. Classical construction of the pyrimidine ring from the ...