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Synthesis 1991; 1991(5): 417-419
DOI: 10.1055/s-1991-26482
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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

Alexander A. Belyaev* , Elena V. Krasko
  • *Department of Fine Organic Synthesis, the Urals Division of the USSR Academy of Sciences, SU-620219, Sverdlovsk, USSR
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Publication Date:
29 April 2002 (online)

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(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.

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