Asymmetric synthesis, the part of diastereoselective alkylation of a chiral auxiliary is an important tool
in organic synthesis. In this work an α-methyl, non-natural amino acid (NNAA) building block equipped with a
phthalimide group tail was prepared. This work describes the generation of the lithium enolate oxazolidin-2-ones
chiral auxiliary derived from non-natural amino acid and quenching this enolate with 2-chloromethyl-isoindole-1,3-
dione, to provide an α-methyl, non-natural amino acid (NNAA) building block equipped with a phthalimide group
in good yield in multistep synthesis with no sign of any minor diastereomers. The identity of new compound was
confirmed by 1H, 13C NMR and mass spectrometry. With this building block in hand, peptides can be produced
for evaluation in a variety of therapeutic areas in drug discovery.
 

العنوان

Russian Journal of General Chemistry,

الناشر

Pleiades Publishing, Ltd

بلد الناشر

روسيا

Indexing

Scopus

معامل التأثير

1,9

نوع المنشور

Both (Printed and Online)

المجلد

95

السنة

2025

الصفحات

2187–2191