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A Photoreactive Analogue of the Immunosuppressant FTY720

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journal contribution
posted on 03.03.2006, 00:00 by Chaode Sun, Robert Bittman
An azido group was incorporated into the immunomodulatory agent FTY720, accomplishing the first synthesis of a photoactivatable analogue of this ligand (2) in 9 steps from 2-(4-hydroxyphenyl)ethanol and in 34% overall yield. The key steps are formation of a primary amine at a quaternary center of aniline derivative 13 followed by selective diazotization of the arylamine.