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A Pot-Economical Approach to the Total Synthesis of Sch-725674
Mahipal Bodugam1, Salim Javed1, Arghya Ganguly1
1Department of Chemistry, University of Kansas , 1251 Wescoe Hall Drive, Lawrence, Kansas 66045-7582, United States.
A cost-effective synthesis of antifungal Sch-725674 was achieved using sequential one-pot reactions. This streamlined approach reduces purification steps, saving time and resources for efficient drug development.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
- Synthetic Chemistry
Background:
- Antifungal compounds are crucial for treating infections.
- Efficient synthesis of complex molecules is vital for drug discovery.
- Sch-725674 is a potent antifungal agent requiring a viable synthetic route.
Purpose of the Study:
- To develop a pot-economical total synthesis of the antifungal Sch-725674.
- To streamline the synthetic process by minimizing isolation and purification steps.
- To establish an efficient asymmetric route for Sch-725674 production.
Main Methods:
- Utilized a phosphate tether-mediated one-pot sequential RCM/CM/chemoselective hydrogenation protocol.
- Employed a one-pot tosylation/acrylation sequence.
- Integrated a one-pot Finkelstein reaction/Boord olefination/acetonide deprotection procedure.
Main Results:
- Achieved a pot-economical total synthesis of antifungal Sch-725674.
- Successfully implemented multiple one-pot, sequential transformations.
- Developed an asymmetric route accomplished in seven pots with minimal purification.
Conclusions:
- The developed synthetic strategy is efficient and resource-conscious.
- The one-pot approach significantly reduces time and purification efforts.
- This synthesis provides a practical method for obtaining Sch-725674.
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