Convenient and Scalable Synthesis of Fmoc-Protected Peptide Nucleic Acid Backbone

الملخص EN

The peptide nucleic acid backbone Fmoc-AEG-OBn has been synthesized via a scalable and cost-effective route.

Ethylenediamine is mono-Boc protected, then alkylated with benzyl bromoacetate.

The Boc group is removed and replaced with an Fmoc group.

The synthesis was performed starting with 50 g of Boc anhydride to give 31 g of product in 32% overall yield.

The Fmoc-protected PNA backbone is a key intermediate in the synthesis of nucleobase-modified PNA monomers.

Thus, improved access to this molecule is anticipated to facilitate future investigations into the chemical properties and applications of nucleobase-modified PNA.