Multi-step reaction with 8 steps
1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -78 °C / Inert atmosphere
1.2: 20 °C
2.1: sodium t-butanolate / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 1.5 h / 110 °C / Inert atmosphere
3.1: hydrogen / palladium 10% on activated carbon / ethanol; tetrahydrofuran / 2 h / 20 °C / 760.05 Torr
4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; HATU / N,N-dimethyl-formamide / 0 - 20 °C
5.1: ammonia / methanol / 4 h / 30 - 40 °C
6.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C
7.1: triphenylphosphine / 0.5 h / 60 - 110 °C
8.1: hydrogen / palladium 10% on activated carbon / ethanol / 760.05 Torr
With
n-butyllithium; ammonia; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium t-butanolate;
tris-(dibenzylideneacetone)dipalladium(0); palladium 10% on activated carbon; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;