Water → diphenylmethyl (S)-3-[(2S,3R,4R,55)-2,3,4,6-tetrahydroxy-5-((N,N-dimethyl-L-valyl)-L-leucyl)aminohexanoyl]amino-3-phenylpropionate

Participants

Reaction Steps

To a solution of N,N-dimethyl-L-valine (58 mg) and diphenylmethyl (S)-3-[(2S,3R,4R,5S)-2,3,4,6-tetrahydroxy-5-(L-leucyl)aminohexanoyl]amino-3-phenylpropionate (250 mg) in dimethylformamide (4 ml) were added diethyl cyanophosophonate (82 mg) and triethylamine (0.14 ml) and the mixture was stirred at room temperature for 18 hours. After addition of water, the whole was extracted with ethyl acetate and the extract was washed with saturated brine, followed by drying over anhydrous sodium sulfate. Removal of the organic solvent gave a residue, which was recrystallized from ehtyl acetate-hexane to afford the title compound (282 mg).

Provenance & Evidence