Multi-step reaction with 9 steps
1.1: boron trifluoride diethyl etherate / dichloromethane / 1.17 h / -10 °C
2.1: lithium hydroxide; water / 1,4-dioxane / 0.75 h / 0 °C
3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C
4.1: di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C
5.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0 - 20 °C
7.1: dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III) / 1,2-dichloro-ethane / Heating / reflux
8.1: methanol; lithium hydroxide; water / tetrahydrofuran / 72 h / 60 °C
9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 20 °C
9.2: 20 °C
With
methanol; triethylsilane; lithium hydroxide; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid;
dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III);
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;