Murray State University
Development of New Synthetic Strategies for the Synthesis of N-heterocyclic Scaffolds
Institution
Murray State University
Faculty Advisor/ Mentor
Edie Banner
Abstract
An unexpected outcome of a reaction unveiled a new method to obtain N-Cbz-L-prolinol from N-Cbz-L-glutamic acid in one step with retention of stereochemistry. This reaction warrants further investigation as this compound is an important chiral N-heterocyclic substructure (pyrrolidine) found in numerous natural products that exhibit bioactivity. This compound and derivatives thereof can be quite costly to synthesize, thus optimization of this method would allow for the efficient and inexpensive production of prolinol derivatives from inexpensive amino acids. Investigations into the scope of this reaction have been undertaken to develop N-heterocyclic scaffolds which can be utilized in the synthesis of natural products.
Development of New Synthetic Strategies for the Synthesis of N-heterocyclic Scaffolds
An unexpected outcome of a reaction unveiled a new method to obtain N-Cbz-L-prolinol from N-Cbz-L-glutamic acid in one step with retention of stereochemistry. This reaction warrants further investigation as this compound is an important chiral N-heterocyclic substructure (pyrrolidine) found in numerous natural products that exhibit bioactivity. This compound and derivatives thereof can be quite costly to synthesize, thus optimization of this method would allow for the efficient and inexpensive production of prolinol derivatives from inexpensive amino acids. Investigations into the scope of this reaction have been undertaken to develop N-heterocyclic scaffolds which can be utilized in the synthesis of natural products.