NCC[CH:4]([S:22][CH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[CH:5]1[CH:9]([OH:10])[CH:8]([OH:11])[CH:7]([N:12]2[CH:20]=[N:19][C:18]3[C:13]2=[N:14][CH:15]=[N:16][C:17]=3[NH2:21])[O:6]1.C(=O)([O-])[O-].[K+].[K+].[NH2:35][C:36]1[NH:45][C:44](=[O:46])[C:43]2[C:38](=[N:39][CH:40]=[C:41]([CH2:47]Br)[N:42]=2)[N:37]=1.[CH3:49][C:50]([N:52](C)C)=O>>[NH2:35][C:36]1[NH:45][C:44](=[O:46])[C:43]2[C:38](=[N:39][CH:40]=[C:41]([CH2:47][NH:52][CH2:50][CH2:49][N:26]3[CH2:27][CH2:28][CH:23]([S:22][CH2:4][CH:5]4[CH:9]([OH:10])[CH:8]([OH:11])[CH:7]([N:12]5[CH:20]=[N:19][C:18]6[C:13]5=[N:14][CH:15]=[N:16][C:17]=6[NH2:21])[O:6]4)[CH2:24][CH2:25]3)[N:42]=2)[N:37]=1To a solution of 2-[1-(2-Amino-ethyl)-piperidin-4-ylsulfanylmethyl]-5-(6-amino-purin-9-yl)-tetrahydro-furan-3,4-diol (100.0 mg, 0.244 mmol, 1 eq) (8) and potassium carbonate (337.9 mg, 2.44 mmol, 10 eq) in 20 mL dimethylacetamide, 2-amino-6-bromomethyl-3H-pteridin-4-one (87.0 mg, 0.244 mmol, 1 eq) (11) was added and then stirred at room temperature for 24 hours. It was evaporated in high vacuum and the residue dissolved in water methanol mixture and purified by HPLC to give compound 13 (71.0 mg, 0.122 mmol, 50%) of a yellowish powder. MS (ESI) calculated for C24H32N12O4S [M+H]+ 585.24, found 585.1
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