The synthesis of pyrrolidine compounds with biological interest is an active research topic. Glycine could be a versatile starting material for making pyrrolidine derivatives. This review covers recent works on glycine-based [3+2] cycloaddition and combines other annulation reactions in the one-pot synthesis of pyrrolidine-containing heterocyclic compounds. Synthetic method development, substrate scope, and reaction mechanisms are discussed. Applications of the compounds in drug discovery are briefly mentioned. This paper is helpful for chemists in the development of efficient and sustainable methods for the preparation of bioactive pyrrolidine compounds.
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http://dx.doi.org/10.3390/molecules29235726 | DOI Listing |
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11643519 | PMC |
Molecules
December 2024
Center for Green Chemistry, Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, MA 02125, USA.
J Pharm Sci
January 2025
Quantitative, Translational and ADME Sciences, Research & Development, AbbVie Inc., North Chicago, IL, USA.
With an increasing number of Biopharmaceutical Classification System (BCS) II/IV pipeline compounds, solubilizing and supersaturating formulation strategies are becoming prevalent. Beyond formulation and solid form strategies, prodrugs are also employed to overcome solubility-limited absorption of poorly water-soluble compounds. Prodrugs can potentially yield supersaturated systems upon conversion to the parent drug intraluminally and thus enhance absorption.
View Article and Find Full Text PDFFaraday Discuss
September 2024
Chemical Sciences and Engineering Division, Argonne National Laboratory, Lemont, Illinois, USA.
Active Thermochemical Tables (ATcT) were successfully used to resolve the existing inconsistencies related to the thermochemistry of glycine, based on statistically analyzing and solving a thermochemical network that includes >3350 chemical species interconnected by nearly 35 000 thermochemically-relevant determinations from experiment and high-level theory. The current ATcT results for the 298.15 K enthalpies of formation are -394.
View Article and Find Full Text PDFJ Med Chem
July 2024
Leibniz-Forschungsinstitut für Molekulare Pharmakologie (FMP), 13125 Berlin, Germany.
Macromol Rapid Commun
September 2024
Sorbonne Université, CNRS, UMR 8232, Institut Parisien de Chimie Moléculaire (IPCM), Polymer Chemistry Team, 4 Place Jussieu, Cedex 05, Paris, 75252, France.
In this work, new glycine-derived polymers are developed that exhibit thermoresponsive properties in water. Therefore, a series of monomers containing one, two, or three amide functional groups and one terminal cyanomethyl group is synthesized. The resulting homopolymers, obtained by free radical polymerization (FRP) and reversible addition fragmentation chain transfer (RAFT) polymerization, display a sharp and reversible upper critical solution temperature (UCST)-type phase transition in water.
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