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. 2015 Mar 18;20(3):4967–4997. doi: 10.3390/molecules20034967

Scheme 16.

Synthesis of 3'(S)-C-phenyl ddC analogue 141.

Scheme 16

Reagents and Conditions: (i) Reference [34]; (ii) H2, Pd/C (5%), EtOH, EtOAc, rt, 4 days; (iii) 2,4,6-triisopropylbenzenesulfonyl chloride, DMAP, Et3N, 0 °C, 3 h; (iv) (a) aq NH3 (28%), rt, 1.5 h; (b) Ac2O, DMAP, iPr2NEt, CH2Cl2, 0 °C, 30 min; (c) NH3, MeOH, 5 °C, 6 days, 81% for the five steps.