Multi-step reaction with 7 steps
1.1: diethyl ether; methanol / 0 °C / Inert atmosphere
2.1: sodium hydroxide; di-tert-butyl dicarbonate / water; tetrahydrofuran / 1 h / 0 - 20 °C
3.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / cyclohexane; diethyl ether / -78 - -50 °C / Inert atmosphere
3.2: -70 °C / Inert atmosphere
3.3: 0 °C / Inert atmosphere
4.1: sodium tetrahydroborate; methanol / 0.5 h / 0 - 23 °C
5.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 1.5 h / 23 °C
7.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 1 h / 20 °C
7.2: 20 °C
With
1H-imidazole; methanol; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; di-tert-butyl dicarbonate; sec.-butyllithium; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide;