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. 2018 Jan 4;9(2):68–72. doi: 10.1021/acsmedchemlett.7b00343

Scheme 3. Synthesis of 1 and Biocatalytic Oxidation to 2.

Scheme 3

Reagents and conditions: (a) Br2, DMF, 0–25 °C, 65%; (b) POCl3, NEt3, toluene, reflux; (c) pyrrolidine, NEt3, CH2Cl2, 0–25 °C, 77%, two steps; (d) Pd(dppf)Cl2·CH2Cl2, Na2CO3, dioxane/H2O, 110 °C, 62%; (e) 1 M HCl, THF, reflux, 86%; (f) S. aerocolonigenes ATCC 39243 in Iowa medium, DMSO, 30 °C, 7 days, 20%.