Application of HPLC for the screening of separation of new macrocyclic systems

GRAPHICAL ABSTRACT

ABSTRACT

The efficient synthesis of new macrocyclic systems via nucleophilic ring opening reaction of epoxides by thiols was described. Initially new macrocyclic compounds were obtained as a mixture of diastereomers. Preparative thin layer chromatography was applied to separate meso and pairs of enantiomer. The identification of products using a chiral HPLC column and mass spectroscopy was utilized.

KEYWORDS:

• Macrocyclic compounds
• nucleophilic ring-opening
• epoxides
• click chemistry

Funding

The authors thank the National Science Centre (Poland) for financial support (Grant no.DEC-2015/17/N/ST5/03028).