Total synthesis of methotrexate-γ-TRIS-fatty acid conjugates

…, F Widmer, MK Manthey, HM He-Williams

Index: Francis, Craig L.; Yang, Qi; Hart, Noel K.; Widmer, Fred; Manthey, Michael K.; He-Williams, H. Ming Australian Journal of Chemistry, 2002 , vol. 55, # 10 p. 635 - 645

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Citation Number: 8

Abstract

Abstract Several routes for the regiospecific synthesis of lipophilic γ-conjugates of methotrexate are described. Coupling of methotrexate-α-tert-butyl ester with glycyl-TRIS- (mono-/di-/tri-) palmitate followed by trifluoroacetic acid cleavage of the α-protection afforded the target methotrexate-γ-glycyl-TRIS-(mono-/di-/tri-) palmitate derivatives. Methotrexate-α- benzyl-γ-glycyl-TRIS-tripalmitate was prepared but no method was found to selectively ...