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The Breaking Beads Approach for Photocleavage from Solid Support

preprint
submitted on 10.02.2020 and posted on 11.02.2020 by yasmeen bakhatan, Israel Alshanski, Dana Grunhaus, Mattan Hurevich
Photocleavage from polystyrene beads is a pivotal reaction for solid phase synthesis that relies on photolabile linkers. The photocleavage, usually performed by batch irradiation, suffers from incomplete and slow cleavage. To overcome these issues, continuous flow and high-energy lamps are frequently used, but these setups are hazardous, technically challenging, and expensive. We developed a photocleavage approach that relies on a benchtop LED lamp and magnetic stirring. In this approach, we crush the beads instead of keeping their integrity to increase the yield of photocleavage. This approach proved very efficient for photocleavage of protected oligosaccharides.

History

Email Address of Submitting Author

israel.alshanski@mail.huji.ac.il

Institution

The Hebrew University of Jerusalem

Country

Israel

ORCID For Submitting Author

0000-0002-9310-1921

Declaration of Conflict of Interest

no conflict of interest

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in Organic & Biomolecular Chemistry

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