Multi-step reaction with 7 steps
1: 1.)trifluoroacetic acid, dicyclohexylcarbodiimide, 2.) triethylamine / 1.) DMSO, pyridine, benzene, RT, 7h, 2.) DMF, RT, 3d
2: 1.) LiAlH4, 2.) ethyl acetate / 1.) ether, RT, 0.5 h, 2.) water, RT, 1 h
3: 1.) sodium hydride / 1.) DMF, RT, 1 h, 2.) DMF, 1.5 h
4: 78 percent / N-bromosuccinimide, barium carbonate / CCl4 / 2 h / Heating
5: 1.) LiAlH4, 2.) ethyl acetate / 1.) THF, reflux, 1.5, 2.) H2O, RT, overnight
6: 56 mg / pyridine / 24 h / Ambient temperature
7: 88.6 percent / dimethylsulfoxide / 6 h / 120 °C
With
N-Bromosuccinimide; lithium aluminium tetrahydride; sodium hydride; ethyl acetate; triethylamine; dicyclohexyl-carbodiimide; barium carbonate; trifluoroacetic acid;
In
pyridine; tetrachloromethane; dimethyl sulfoxide;
DOI:10.1246/bcsj.53.3252