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. 2020 Jan 3;11(2):141–146. doi: 10.1021/acsmedchemlett.9b00518

Scheme 2. Synthesis of Racemic Tak-242 Prodrugs 25.

Scheme 2

(i) p-nitrobenzyl chloroformate, sodium carbonate (aq), EtOAc, 55% yield. (ii) p-nitrobenzyl chloride, TEA, DCM, 47% yield. (iii) propargyl bromide, potassium carbonate, MeCN, 83% yield. (iv) propargyl chloroformate, TEA, DMAP, DCM, 54% yield.