Skip to main content
. 2016 Mar 11;59(7):3183–3203. doi: 10.1021/acs.jmedchem.5b01963

Scheme 1. Synthesis of Hydroxamic Acid and Ester Derivatives.

Scheme 1

Reagents and Reaction Conditions: (a) CDI, hydroxylamine, CH3CN, r.t., 14 h, (70%); (b) N-methylmorpholine, EDCI·HCl, O-methyl hydroxylamine, r.t., 16 h, (83%); (c) (i) K2CO3, Na2CO3, MeOH/H2O, 50 °C, 10 min; (ii) (2-bromoethyl)benzene, 50 °C, 16 h, (32%); (d) Boc2O, THF/H2O, NEt3, r.t., 2 h, (45%); (e) (i) NaH, DMF, r.t., 30 min; (ii) (2-bromoethyl)benzene, r.t., 16 h, (53%); (f) (i) TFA/CH2Cl2, r.t., 18 h, (85%); (ii) Ac2O, DMAP, pyridine, CH2Cl2, r.t., 2 h, (79%); (g) H2 (1 atm), Pd/C, MeOH, r.t., 3 h, (77%).