Multi-step reaction with 8 steps
1.1: diethyl ether; acetonitrile; tetrahydrofuran / 0.5 h / 0 - 20 °C
1.2: 0.5 h / 0 - 20 °C
2.1: ethanol; sodium tetrahydroborate / 1.58 h / 5 - 20 °C
2.2: 4 h / 50 °C
3.1: tetrahydrofuran / 7 h / 20 °C
4.1: tetrahydrofuran / 0 - 20 °C
5.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 1 h / 0 - 20 °C
5.2: 0.5 h / 0 - 20 °C
6.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / toluene / 90 °C / Inert atmosphere
7.1: hydroxylamine hydrochloride; sodium acetate / methanol / 21 h / 20 - 60 °C
8.1: oxalyl dichloride / N,N-dimethyl-formamide / 1,2-dichloro-ethane / 1 h / 20 °C
8.2: 2 h / 20 °C
With
sodium tetrahydroborate; oxalyl dichloride; ethanol; hydroxylamine hydrochloride; sodium acetate; methanesulfonyl chloride; triethylamine; sodium t-butanolate;
tris-(dibenzylideneacetone)dipalladium(0); (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; diethyl ether; 1,2-dichloro-ethane; toluene; acetonitrile;