A new series of 2-[N-(Tos- or Pht-)aminoacyl- p-substituted phenylmethyleneamino]- pyrimdines (V-XII) was synthesized via the reaction of Schiff bases, 2-(4-substituted benzylidene)aminopyrimdines (I,II) with the requisite tosyl or phthalylaminoacyl chlorides. Elongation of these amino acid derivatives to form the corresponding dipeptides (XVII-XXIV) were synthesized starting with 2-[glycyl or Dl-valyl- p-substituted phenylmethyleneamino]- pyrimdines (XIII-XVI). Diphenylphosphonic acid ester derivatives (III,IV) also be synthesized. All the prepared compounds were characterized by elemental analyses, IR, 1HNMR and mass spectral studies. The resulting novel amino acid derivatives were screened for their (In Vitro) antimicrobial activity against Gram-positive and negative bacteria as well as for their antifungal activity and (In Vivo) application against plant pathogenic fungus Botrytis cinerea , the causal agent of cucumber plant (Cucmis. sativa L) gray mold disease.