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Table 3 Synthesis of butyl acrylate 7-deaza purine analogues 26-31

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

Entry R 1 R 2 R 3 Starting Material Product Yield (%)
1 NH2 H H 20 26 81a
2 NH2 H PO3H2 21 27 55b
3 NH2 H P3O9H4 22 28 43b
4 OH NH2 H 23 29 84a
5 OH NH2 PO3H2 24 30 38b
6 OH NH2 P3O9H4 25 31 44b
  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.