Synfacts 2024; 20(01): 0107
DOI: 10.1055/s-0043-1772889
Peptide Chemistry

Arndt–Eistert Reaction for the Synthesis of β-Amino Acids

Contributor(s):
Hisashi Yamamoto
,
Isai Ramakrishna
Vasanthakumar G.-R, Patil BS, Sureshbabu VV. * Bangalore University, India
Homologation of α-Amino Acids to β-Amino Acids Using Boc2O.

J. Chem. Soc., Perkin Trans. 1 2002; 2087-2089
DOI: 10.1039/B204652K.
 

Significance

Peptides composed with β-amino acids play a significant role in peptide drug design and they are key building blocks for the synthesis of biologically active peptide molecules. In this study, the authors adopted the Arndt–Eistert homologation strategy of α-amino acids for the synthesis of β-amino acids.


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Comment

Arndt–Eistert homologation series of α-amino acids proceeded smoothly to produce ­corresponding β-amino acids in good yields. This process is inexpensive due to the use of Boc2O as a coupling reagent. This is a racemization-free and cost-effective method for the synthesis of β-amino acids.


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Publication History

Article published online:
08 December 2023

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