The synthesis of a small library of NH-Boc- or NH-Fmoc-protected l-phenylalanines carrying methyl groups at positions 2 and 6 and diverse functionalities at position 4 has been achieved. The approach, which took advantage of a Pd-catalyzed directed C-H dimethylation of picolinamide derivatives, allowed the electronic and steric properties of the resulting amino acid derivatives to be altered by appending a variety of electron-withdrawing, electron-donating, or bulky groups.

Synthesis of 2,6-Dimethyltyrosine-Like Amino Acids through Pinacolinamide-Enabled C-H Dimethylation of 4-Dibenzylamino Phenylalanine

Illuminati D.
Co-primo
;
Fantinati A.
Co-primo
;
De Ventura T.;Perrone D.;Sturaro C.;Albanese V.;Marzola E.;Cristofori V.;Poli G.;Trapella C.
Ultimo
2022

Abstract

The synthesis of a small library of NH-Boc- or NH-Fmoc-protected l-phenylalanines carrying methyl groups at positions 2 and 6 and diverse functionalities at position 4 has been achieved. The approach, which took advantage of a Pd-catalyzed directed C-H dimethylation of picolinamide derivatives, allowed the electronic and steric properties of the resulting amino acid derivatives to be altered by appending a variety of electron-withdrawing, electron-donating, or bulky groups.
2022
Illuminati, D.; Fantinati, A.; De Ventura, T.; Perrone, D.; Sturaro, C.; Albanese, V.; Marzola, E.; Cristofori, V.; Oble, J.; Poli, G.; Trapella, C....espandi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/2481615
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