[CH3:1][C:2]([CH3:5])([O-])[CH3:3].[K+].[CH3:7][O:8][C:9]1[N:14]=[CH:13][C:12]([CH:15]=O)=[CH:11][N:10]=1.[C:17]([O:20][CH2:21]C)(=[O:19])[CH3:18].[OH2:23]>C(Cl)Cl.[Cl-].[Na+].O>[CH3:21][O:20][C:17](=[O:19])[C:18]([NH:10][C:9]([O:8][CH2:1][C:2]1[CH:5]=[CH:13][CH:12]=[CH:11][CH:3]=1)=[O:23])=[CH:15][C:12]1[CH:13]=[N:14][C:9]([O:8][CH3:7])=[N:10][CH:11]=1To a suspension of potassium t-butoxide (1.23 g) in methylene chloride (70 mL, −30° C.) was added a solution of N-benzyloxycarbonyl-α-phosphonoglycine trimethyl ester (3.63 g) in methylene chloride (15 mL). The resulting solution was stirred 5 min and treated with the 2-methoxy-pyrimidine-5-carbaldehyde (1.0 g) in methylene chloride (15 mL). After stirring for 1.5 h, the reaction was warmed to 0° C. and stirred 1 h. The reaction was quickly poured into a sep funnel containing ethyl acetate and water. Brine was added to aid in separation of the layers. The aqueous was extracted with ethyl acetate (3×) which were in turn washed with brine, dried over magnesium sulfate, and concentrated. The crude product was recrystallized from hot methanol to give 1.4 g of pure material. Mass spec.: 344.10 (MH)+.
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