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. Author manuscript; available in PMC: 2011 Jan 1.
Published in final edited form as: Chem Biol Drug Des. 2010 Jan;75(1):51–67. doi: 10.1111/j.1747-0285.2009.00914.x

Figure 8.

Figure 8

1H-NMR spectra of DATFP-containing model esters obtained under mild acidolytic conditions. Spectra on the left are the compounds before heating and spectra on the right are the compounds after heating at 100°C for 4 h. (A) Compound 18 treated under acidic conditions (CD3CN/D20 10%/TFA-d 0.1%) before heating. (B) Compound 18 treated under acidic conditions (CD3CN/D20 10%/TFA-d 0.1%) after heating to 100°C for 4 h. The appearance of three new doublets of doublets after heating indicates the presence of 21. (C) Compound 19 treated under acidic conditions (CD3CN/D20 10%/TFA-d 0.1%) before heating. (D) Compound 18 treated under acidic conditions (CD3CN/D20 10%/TFA-d 0.1%) after heating to 100°C for 4 h. Compound 19 shows no visible change in the 1H-NMR spectrum after 4 h. In panels (C) and (D), peaks labeled “S” are from D2O, p-xylene (internal standard for integration) and CD3CN.