Multi-step reaction with 7 steps
1.1: tetrahydrofuran / 0 - 20 °C
2.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 1 h / 0 - 20 °C
2.2: 0.33 h / 0 - 20 °C
3.1: Chiralpak AD / isopropyl alcohol; n-heptane / 13501.4 Torr / Resolution of racemate
4.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / toluene / 1.5 h / 90 °C / Inert atmosphere
5.1: hydroxylamine hydrochloride; sodium acetate / methanol / 50 °C
6.1: caesium carbonate / tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 3 h / 120 °C / Inert atmosphere
7.1: trifluoroacetic acid; water / acetonitrile / 16 h / 80 °C
7.2: 20 °C
With
hydroxylamine hydrochloride; water; sodium acetate; caesium carbonate; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; sodium t-butanolate;
tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tris-(dibenzylideneacetone)dipalladium(0); (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; isopropyl alcohol; toluene; acetonitrile;
4.1: Buchwald-Hartwig Reaction / 6.1: Buchwald-Hartwig Reaction;