Skip to main content
. Author manuscript; available in PMC: 2023 Feb 10.
Published in final edited form as: J Med Chem. 2022 Jan 26;65(3):2409–2433. doi: 10.1021/acs.jmedchem.1c01852

Scheme 1. Substitution of the Pyrimidine Scaffold with Diverse 4-Benzyloxyimino Substituentsa.

Scheme 1.

a Reagents and conditions: (i) (Boc)2NOH,33 DBU, DMF, 50 °C, 2 h; (ii) 4 N HCl in dioxane, rt, 12 h; (iii) MeI, DMAc, rt, 4 h, 95%; (iv) the desired benzylhydroxylamine (32–43), pyridine, 80 °C, 12 h, 35–97%; (v) methylenebis(phosphonic dichloride), (CH3O)3PO, 0 °C, 3 h, 5–40%.