Multi-step reaction with 10 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 60 °C / Inert atmosphere
2.1: N,N-diethylaniline / 24 h / 195 °C / Inert atmosphere
3.1: copper diacetate; oxygen / acetonitrile / Inert atmosphere
4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Inert atmosphere
5.1: hydrogen / palladium 10% on activated carbon / methanol
6.1: sodium hydroxide; methanol / tetrahydrofuran / 4 h / 0 °C
6.2: pH 2
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 1 h / 0 °C / Inert atmosphere
7.2: 0 - 20 °C
8.1: Burgess Reagent / 1,2-dichloro-ethane / Inert atmosphere; Reflux
9.1: sodium hydroxide; methanol / tetrahydrofuran
9.2: pH 2
10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 1 h / 0 °C
10.2: 0 - 20 °C
With
methanol; Burgess Reagent; hydrogen; oxygen; copper diacetate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-diethylaniline; sodium hydroxide;
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;