1.1R:AcCl, S:1554005-08-1, 2 h, 50°C
2.1R:1H-Imidazole, S:DMF, 0°C; 6 h, rt
2.2R:MeOH
3.1R:NaH, S:DMF, 0°C; overnight, rt
3.2R:MeOH
4.1R:Bu4N+ •F-, S:THF, overnight, rt
5.1R:Martin's reagent, S:CH2Cl2, 40 min, rt
5.2R:Na2SO3, S:H2O
6.1R:BuLi, S:THF, S:Me(CH2)4Me, 30 min, -40°C
6.21 h, -40°C; 4 h, -40°C → rt
6.3R:NH4Cl, S:H2O
7.1R:Me-morpholineoxide, C:OsO4, S:H2O, S:Me2CO, 0°C; 4 h, rt
7.2R:NaHSO3, S:H2O, 15 min, rt
8.1R:1H-Imidazole, S:DMF, 0°C; 6 h, rt
8.2R:MeOH
9.1R:NaH, C:Bu4N+ •I-, S:THF, 0°C; overnight, rt
10.1R:Bu4N+ •F-, S:THF, overnight, rt
11.1R:1H-Tetrazole, S:CH2Cl2, S:MeCN, 30 min, rt
11.22 h, rt; rt → -20°C
11.3R:mCPBA, -20°C; -20°C → rt
12.1R:H2, C:Pd(OH)2, S:MeOH, 4 h, rt, 50 psi
13.1R:MgCl2, R:NaOH, S:H2O, 12 h, 37°C, pH 8
13.212 h, 37°C
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