Multi-step reaction with 10 steps
1.1: bromine / acetic acid / 1.53 h / 19 - 20 °C / Cooling with ice
2.1: N-ethyl-N,N-diisopropylamine / chloroform / 2 h / 20 °C / Cooling
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.92 h / -86 - -74 °C / Inert atmosphere
3.2: 1.47 h / -86 - -74 °C
4.1: methanesulfonic acid / methanol / 1 h / Reflux
5.1: acetic anhydride; N-ethyl-N,N-diisopropylamine / dmap / tetrahydrofuran / 21 h / 20 °C
6.1: trimethylsilyl trifluoromethanesulfonate; tert-butyldimethylsilane / water; acetonitrile / 1.5 h / Cooling
6.2: 0.42 h / Cooling
7.1: triethylamine / palladium diacetate; tris-(o-tolyl)phosphine / acetonitrile / 3 h / Inert atmosphere; Reflux
8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 11 h / 20 °C
9.1: trifluoroacetic acid / chloroform / 20.17 h / 20 °C
10.1: methanol; sodium methylate / 1 h / 20 °C
With
methanol; n-butyllithium; methanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; tert-butyldimethylsilane; bromine; sodium methylate; acetic anhydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
dmap; palladium diacetate; tris-(o-tolyl)phosphine;
In
tetrahydrofuran; methanol; hexane; chloroform; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;
7.1: Heck Reaction;