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. Author manuscript; available in PMC: 2019 Dec 6.
Published in final edited form as: Cell Chem Biol. 2019 Apr 11;26(6):878–884.e8. doi: 10.1016/j.chembiol.2019.02.020

Figure 2.

Figure 2.

(A). Synthesis of FP 6. Reaction conditions: (a) NH4F, ACN, 60 oC, quant.; (b) CH2N2, DMSO. (B). Proposed fluorinative hydrolysis mechanism. Intermediates 13, 14, 16, and 18 were directly observed by 31P-NMR and UPLC-HRMS. (C). HRMS of 18 supplemented (top) and unsupplemented (bottom) with 15NH4Cl indicating by isotopic mass shift the incorporation of 15N into the molecule.