Methylglyoxal → Diethyl (2-{cyclopropyl[1-({[(2,4-dichlorophenyl)methyl]amino}-carbonyl)-2-oxopropyl]amino}-2-oxoethyl)phosphonate

Participants

Reaction Conditions

Reaction Steps

To a solution of methylglyoxal (0.153 ml, 1 mmol) in methanol (2 ml) was added cyclopropylamine (0.069 ml, 1 mmol). After stirring at 22° C. for 5 minutes the mixture was treated with [bis(ethyloxy)phosphoryl]acetic acid (0.161 ml, 1 mmol) and (2,4-dichlorophenyl)methyl isocyanide (0.188 g, 1 mmol). The mixture was then stirred for a further 18 hrs at 22° C. following which the solvent was removed in vacuo and the resulting residue was purified by mass-directed automated HPLC to give diethyl (2-{cyclopropyl[1-({[(2,4-dichlorophenyl)methyl]amino}-carbonyl)-2-oxopropyl]amino}-2-oxoethyl)phosphonate (0.043 g) as a brown gum.

Provenance & Evidence