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Table 2 Synthesis of butyl acrylate uridine and cytosine analogues 7, 15-19

From: Heck and Sonogashira couplings in aqueous media – application to unprotected nucleosides and nucleotides

Entry R 1 R 2 Starting material Product Yield (%)
1 OH H 1 7 98a
2 OH PO3H2 10 15 35b
3 OH P3O9H4 11 16 4b
4 NH2 H 12 17 16a
5 NH2 PO3H2 13 18 -b
6 NH2 P3O9H4 14 19 -b
  1. aBuCO2CHCH2 (6 eq), Pd(OAc)2 (5 mol%), TPPTS (10 mol%), NEt3 (2 eq), 1,5 h. bBuCO2CHCH2 (10 eq), Pd(OAc)2 (10 mol%), TPPTS (25 mol%), NEt3 (3 eq), 1 h.