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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.


 

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.


 

 

Publication History

Article published online:
18 October 2022

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