Keywords: Molecular Sieves, N-Alkylated Amino Acids, N-Alkylation, Peptidomimetics, Alkylate Amino Acid, Halogenoalkane, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta 1 Heptenyl N, Beta 2 Nitrobenzensulfonyl Levo 2, 3 Diaminopropionic Acid, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta 2 Phenylethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta 3 Phenylpropyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Benzyl N, Beta Methylthrityl Levo 2, Beta Tert Butoxycarbonyl Levo 2, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Diphenylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Ethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Methyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Naphthylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Propyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Tert Butylacetyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Delta Benzyl N, Delta 2 Nitrobenzensulfonyl Levo Ornithine, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon 2 Phenylethyl N, Epsilon 2 Nitrobenzensulfonyl Levo Lysine, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon 3 Phenylethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Benzyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Diphenylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Ethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Methyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Naphthylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Propyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Tert Butylacetyl N, N Alpha [9 Fluorenylmethoxycarbonyl] N Beta Benzyl N, 4 Diemthyl 2, 6 Dioxocycloex 1 Ylidene) 3 Methylbutyl Levo 2, Unclassified Drug, Amino Acid Sequence, Article, Chemical Structure, Mass Spectrometry, Nuclear Magnetic Resonance Spectroscopy, Particle Size, Priority Journal, Protein Synthesis,
Affiliations: *** IBB - CNR ***
Institute of Biostructures and Bioimages, National Research Council, 80138 Naples, Italy
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Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves
A new synthetic strategy to alkylate amino groups under mild conditions has been developed. It utilizes only 4 angstrom molecular sieves as base in order to promote the N-alkylation reaction, in presence of the appropriate alkyl halide. The methodology was validated by the simple and efficient side-chain N-alkylation of o-Ns-protected Fmoc-amino acid. One of them was introduced as building block into a peptide sequence, thus allowing the preparation of site-specific alkylated peptide molecules.
Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves