Multi-step reaction with 9 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C
1.2: 0.33 h / 0 °C
2.1: water; hydrogenchloride / tetrahydrofuran / 1 h / 0 °C
3.1: 2-methyl-but-2-ene; sodium dihydrogenphosphate dihydrate; sodium chlorite / tert-butyl alcohol; water / 0.67 h / 20 °C
4.1: triethylamine / dichloromethane / 1 h / 0 °C
5.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
5.2: 1 h / -78 °C
6.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
6.2: 24 h / -78 °C
7.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.33 h / -78 °C
7.2: 1 h / 20 °C
8.1: 2-methyl-but-2-ene; sodium dihydrogenphosphate dihydrate; sodium chlorite / tetrahydrofuran; tert-butyl alcohol; water / 1 h / 20 °C
9.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2.17 h / 0 - 20 °C
With
hydrogenchloride; sodium chlorite; n-butyllithium; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; water; sodium hexamethyldisilazane; diisobutylaluminium hydride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; hexane; dichloromethane; water; toluene; tert-butyl alcohol;
1.1: |Wittig Olefination;
DOI:10.1021/jm400542h