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Synfacts 2023; 19(01): 0106
DOI: 10.1055/s-0042-1752369
Peptide Chemistry

MgO-Mediated Synthesis of Fmoc-Protected Amino Acid Hydroxamates

Contributor(s):
Hisashi Yamamoto
,
Isai Ramakrishna
Vasanthakumar G.-R, Babu VV. S. * Bangalore University, India
Direct Synthesis of Fmoc Protected Amino Acid Hydroxamates from Acid Chlorides Mediated by Magnesium Oxide.

Tetrahedron Lett. 2003;
44: 4099-4101
DOI: 10.1016/S0040-4039(03)00830-X.
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Key words

magnesium oxide - amino acids - hydroxamates - hydroxylamine hydrochloride - Fmoc acid chlorides

Significance

Amino acid hydroxamates are important motifs for the synthesis of peptide hydroxamates. Peptide hydroxamates gained great attention due to their efficient biological activities as antibacterial, anticancer, antiasthmatic, psychotropic, and insecticidal agents. In 2003, an efficient method for the synthesis of Fmoc-protected amino acid hydroxamates by the reaction of Fmoc-protected amino acid chlorides with hydroxylamine with the help of magnesium oxide was developed.


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Comment

A series of Fmoc-protected amino acid hydroxamates were synthesized in high yields by the reaction of Fmoc-protected amino acid chlorides with hydroxylamine with the help of magnesium oxide. This protocol is highly efficient and practically very simple.


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Publication History

Article published online:
16 December 2022

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