Multi-step reaction with 10 steps
1: 92 percent / 2,6-di-tert-butyl-4-methylpyridine, CF3SO2OAg / CH2Cl2 / 2 h / -70 - 0 °C
2: 83 percent / HBF4 / methanol; diethyl ether / 48 h / 23 °C
3: 92 percent / 10-camphorsulphonic acid / dimethylformamide / 3 h / 23 °C
4: 89 percent / pyridine / 0.25 h / 0 °C
5: HBF4 / methanol; diethyl ether / 0.5 h / 0 - 23 °C
6: 4-(dimethylamino)pyridine, pyridine / 1 h / 0 °C
7: 86 percent / thiourea / methanol / 24 h / 23 °C
8: 94 percent / 2,6-di-tert-butyl-4-methylpyridine, 4 Angstroem molecular sieves, CF3SO2OMe / diethyl ether / 66 h / 23 °C
9: 1.) triphenylphosphine, 2.) H2O, 3.) pyridine
10: 98 percent / H2 / 10percent Pd/C / ethanol; acetic acid / 24 h / 25 °C / 5171.5 Torr
With
pyridine; dmap; tetrafluoroboric acid; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; camphor-10-sulfonic acid; water; hydrogen; silver trifluoromethanesulfonate; thiourea; triphenylphosphine; methyl trifluoromethanesulfonate;
palladium on activated charcoal;
In
methanol; diethyl ether; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;