Synthesis of 2′,3′-Dideoxy-2′-methylene Pyrimidine Nucleosides as Potential Anti-Human Immunodeficiency Virus (HIV) Agents

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• 2′,3′-Dideoxy-2′-methylene-5′-O-trityluridine (as foam): TLC, Rf0. 66 (CHCl3/EtOAc, 1:1, v/v); NMR (500 Hz, CDCl3) δ 2. 71 (d, 2H, 3′-H), 3. 12 (m, 1H, 5′-HA), 3. 22 (m. 1H, 5′-HB), 4. 26 (m, 1H, 4′-H), 5. 11 (d, 1H, 2′-methylene-HAJ = 1. 8 Hz), 5. 29 (d, 1H, 2′-methylene-HB, = 2. 0 Hz), 5. 41 (d, 1H, 5-H, J = 8. 0 Hz), 6. 39 (s. 1H, 1′-H), 7. 25–7. 38 (m, 15H, ArH), 7. 49 (d, 1H, 6-H, J = 8. 0 Hz), 11. 4 (d, 1H, 3-NH, D2O exchangeable). Anal. Calcd. for C29H26N2O4-0. 25H2O: C, 73. 94; H, 5. 67; N, 5. 95. Found: C, 73. 90; H, 5. 81; N, 5. 87
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