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  • Title: "One-pot" methylation of N-Nosyl-alpha-amino acid methyl esters with diazomethane and their coupling to prepare N-methyl dipeptides.
    Author: Di Gioia ML, Leggio A, Le Pera A, Liguori A, Napoli A, Siciliano C, Sindona G.
    Journal: J Org Chem; 2003 Sep 19; 68(19):7416-21. PubMed ID: 12968894.
    Abstract:
    N-Nosyl-alpha-amino acid methyl esters are methylated quantitatively with diazomethane. After proper deprotection of the amino function by treatment with the reagent system mercaptoacetic acid/sodium methoxide, the obtained N-methyl amino acid methyl esters are coupled with N-Fmoc amino acid chlorides to afford the corresponding dipeptides. The obtained products do not show any detectable extent of racemization by (1)H NMR and HPLC.
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