N²-Isobutyryl-O⁶-[2-(p-Nitrophenyl)Ethyl]Guanine: A New Building Block for the Efficient Synthesis of Carbocyclic Guanosine Analogs

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• mp: >260°C dec. IR (KBr): 3310, 3110, 2970, 1685, 1620, 1590, 1520, 1435, 1410, 1350, 1260, 1220, 1140, 1105, 970, 930, 860, 790, 645. 1H-NMR (DMSO-d6): 1. 10 (d, J = 6. 8, 6H, iBu-CH3); 2. 86 (qq=sept., J=6. 8, 1H, sec iBu-H); 3. 32 (t, J = 6. 8, 2H, CH2-Ph); 3. 00–3. 80 (s, br., 1H, H-N9); 4. 78 (t, J = 6. 8, CH2-O); 7. 65–7. 69 (m, 2 arom. H); 8. 16–8. 20 (m, 2 arom. H); 10. 25 (s, br., NH-CO). MS: 370 (M+, 7), 300 (17), 221 (38), 152 (26), 151 (100), 150 (11), 149 (67), 134 (11), 119 (29), 110 (14), 109 (14), 103 (38), 102 (17), 91 (32), 77 (72), 71 (14), 65 (11), 63 (11), 55 (10), 53 (13), 51 (28), 50 (15), 43 (85), 41 (26). Anal. calcd for C17H18N6O4 (370, 4): C 55. 13, H 4. 90, N 22. 69, O 17. 28; found C 54. 83, H 4. 72, N 22. 37.
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