Alternative and Chemoselective Deprotection of the α‐Amino and Carboxy Functions of  N ‐Fmoc‐Amino Acid and  N ‐Fmoc‐Dipeptide Methyl Esters by Modulation of the Molar Ratio in the AlCl 3 / N , N ‐Dimethylaniline Reagent System | Zendy

Di Gioia Maria Luisa | Zendy; Leggio Antonella | Zendy; Le Pera Adolfo | Zendy; Liguori Angelo | Zendy; Perri Francesca | Zendy; Siciliano Carlo | Zendy

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Alternative and Chemoselective Deprotection of the α‐Amino and Carboxy Functions of N ‐Fmoc‐Amino Acid and N ‐Fmoc‐Dipeptide Methyl Esters by Modulation of the Molar Ratio in the AlCl 3 / N , N ‐Dimethylaniline Reagent System

Author(s) -

Di Gioia Maria Luisa,

Leggio Antonella,

Le Pera Adolfo,

Liguori Angelo,

Perri Francesca,

Siciliano Carlo

Publication year - 2004

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200400321

Subject(s) - chemistry , chemoselectivity , dipeptide , molar ratio , reagent , amino acid , peptide , organic chemistry , medicinal chemistry , catalysis , biochemistry

The amino and carboxy functions in N ‐Fmoc‐α‐amino acid and N ‐Fmoc‐peptide methyl esters can be alternatively and chemoselectively deprotected by treatment with the reagent system AlCl 3 / N , N ‐dimethylaniline (DMA). The chemoselectivity of the process is controlled by modulating the relative molar ratio of the Lewis acid and DMA. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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