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Synthesis 1991; 1991(5): 417-419
DOI: 10.1055/s-1991-26482
DOI: 10.1055/s-1991-26482
paper
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A Novel Synthetic Route to N 6-Methyl-L-Iysine and N 5-Methyl-L-ornithine via N 3-Protected (S)-3-Aminolactams
Further Information
Publication History
Publication Date:
29 April 2002 (online)
(S)-3-Phthalimido- or (S)-3-tritylaminolactams, prepared from L-lysine and L-ornithine in two or three steps, are easily methylated at the endocyclic nitrogen atom by iodomethane/silver(I) oxide in dimethylformamide. Acid hydrolysis of the N-methylated lactams thus obtained affords N6-methyl-L-lysine and N5-methyl-L-ornithine hydrochlorides in high yield.