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. 2023 Feb 25;16(3):356. doi: 10.3390/ph16030356

Scheme 1.

Scheme 1

Synthesis of the photocaged prodrugs pc-I (A) and pc-II (B). Reagents and conditions: (a) NaBH4, CH2Cl2, rt, 30 min, 98%; (b) PPh3, DIAD, THF, 0 °C to rt, 4 h, quant.; (c) 1.25 m NaOHaq, THF/MeOH 10/1 v/v, 40 °C, 24 h, 97%; (d) NH2NH2*H2O, CH2Cl2, rt, 4 h; (e) EDC*HCl, CH2Cl2, 0 °C to rt, 2 h, 16%; (f) NVOC-Cl, pyridine, 0 °C to rt, THF, 19 h, 51%.