title: Convenient and scalable synthesis of fmoc-protected Peptide nucleic Acid backbone.
abstract: 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.
authors: Department of Chemistry and the Center for Cell & Genome Science, University of Utah, Salt Lake City, UT 84112, USA.
authors: Trevor A
authors: TA
authors: Feagin
authors: Nirmal I
authors: NI
authors: Shah
authors: Jennifer M
authors: JM
authors: Heemstra