4 48 s 2h 4 30 4 21 m 3h 3 89 m 1h 3 63 3 55 m 2h 3 39 m 1h 2 24 m 1h 1 88 m 1h 1 55 m 2h 1 45 s 9h 13 c nmr 164 5 163 0 156 3 154 5 148 8 147 9 144 8 139 0 131 7 128 2 126 9 126 4 122 3 80 5 74 9 70 3 69 1 66 6 53 5 50 2 41 9 38 1 28 6 3 benzyloxy 2 3 5 fluoro 4 oxo 4h quinazolin 3 yl 2 oxo propyl pyrrolidine 1 carboxylic acid tert butyl ester xviii synthetic procedures follow the protocols of compound xiv compound xviii is white solid mp 221 u00b0 c yield 88 u03b1 25 d 20 3 c 0 5 etoh 1 h nmr 8 29 s 1h 8 21 d j 7 4 hz 1h 7 71 d j 7 4 hz 1h 7 63 t j 7 2 hz 1h 7 34 7 28 m 5h 5 02 d j 17 2 hz 1h 4 86 d j 17 2 hz 1h 4 47 m 2h 4 39 m 1h 4 15 m 1h 3 49 3 43 m 2h 2 87 m 1h 2 72 dd j 15 2 and 5 8 hz 1h 2 35 m 1h 1 89 m 1h 1 44 s 9h 13 c nmr 204 1 165 2 160 6 158 6 155 9 151 1 149 6 147 7 137 6 133 4 128 6 127 2 126 9 121 8 79 6 76 2 70 5 54 8 53 5 51 6 44 9 36 8 28 4 5 fluoro 3 3 3 hydroxy pyrrolidin.