Studies on the chemical stability and functional group compatibility of the benzoin photolabile safety-catch linker using an analytical construct.
A chemical stability study of the benzoin photolabile safety-catch linker (BPSC) has been carried out using a dual-linker analytical construct to establish its compatibility with a range of commonly employed solid-phase reaction conditions. As a result of this study, the dithiane-protected benzoin linker was shown to be reactive only toward strong acids and fluoride nucleophile. Furthermore, a scan of diverse functional groups thought to be unstable toward the safety-catch removal conditions has also been carried out. These data should provide assistance in future utilization of the BPSC for syntheses.
Cano
Montserrat
M
Department of Chemistry, University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK.
Ladlow
Mark
M
Balasubramanian
Shankar
S
D001573:Benzoin / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D003432:Cross-Linking Reagents / Q000138:chemical synthesis* / Q000737:chemistry; D004355:Drug Stability; D007202:Indicators and Reagents / Q000138:chemical synthesis / Q000737:chemistry; D010782:Photolysis
D003432:Cross-Linking Reagents; D007202:Indicators and Reagents; D001573:Benzoin