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. 2014 Nov 26;57(24):10464–10475. doi: 10.1021/jm501521d

Scheme 6. Synthesis of Hydroxymethyl-, Formyl-, and Cyano-Substituted Analogues.

Scheme 6

Reagents and conditions: (a) (CH2O)n (5.43 equiv), AcOH, 75 °C; (b) DMSO (27 equiv), (COCl)2 (14 equiv), Et3N (5.2 equiv), CH2Cl2, −78 °C to rt; (c) NH2OH·HCl, pyr (9.3 equiv), MeOH, 65 °C; (d) TsCl (1.1 equiv), DIPEA (2.6 equiv), CH2Cl2.