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. 2013 Dec 4;56(24):10079–10102. doi: 10.1021/jm401497a

Scheme 1. Synthesis of 8-Substituted ADPR Analogues.

Scheme 1

Reagents and conditions: (i) NADase, Tris buffer (0.1 M, pH 7.2), rt, 92%; (ii) Br2, NaOAc buffer (0.5 M, pH 4), rt, 25%; (iii) Cs2CO3, Pd(OAc)2, TPPTS, X(BOH)2, MeCN–H2O, 125 °C, 5 min, 12–25%.