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Synfacts 2022; 18(11): 1269
DOI: 10.1055/s-0041-1738724
Peptide Chemistry

Potassium Fluoride-Mediated Deprotection of Fmoc-Amino Acid Esters: One-Pot Peptide Synthesis

Contributor(s):
Hisashi Yamamoto
,
Isai Ramakrishna
Li W.-R, *, Chou H.-H. National Central University, Taiwan, ROC
A Facile Synthesis of Amides from 9-Fluorenylmethyl Carbamates and Acid Derivatives.

Synthesis 2000; 84-90
DOI: 10.1055/s-2000-6222.
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Key words

potassium fluoride - amino acid deprotection - peptides - fluorenylmethyl carbamates - amides - one-pot synthesis

Significance

The development of step-economic and practical methods for the synthesis of peptides is an important and demanding aspect of peptide chemistry. In 2000, Li and Chou developed a one-pot method for peptide synthesis from Fmoc-amino acid esters and N-protected amino acids by using potassium fluoride, triethylamine, and bis(2-oxo-3-oxazolidinyl)phosphonic chloride (BOP-Cl) as reagents.


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Comment

The one-pot peptide synthesis from Fmoc-amino acid esters and Boc- or Cbz-protected amino acids using KF, Et3N, and Bop-Cl reagents proceeds smoothly to deliver the desired peptides in good yields and with high purity. This method is practically simple and can be applied in the synthesis of oligopeptides.


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Publication History

Article published online:
18 October 2022

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