Multi-step reaction with 11 steps
1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 9 h / -5 °C / Inert atmosphere
2.1: acetic acid / dichloromethane / 0.5 h / -5 °C / Inert atmosphere
2.2: 2 h / -5 °C / Inert atmosphere
3.1: toluene / 3 h / Inert atmosphere; Reflux
4.1: 3 h / 80 °C / Inert atmosphere
5.1: water; tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
5.2: pH 7
6.1: acetic acid / ethanol; tetrahydrofuran / 0.5 h / -5 °C / Inert atmosphere
6.2: 2 h / -5 °C
6.3: pH 7
7.1: potassium carbonate / 17 h / 0 - 20 °C / Inert atmosphere
8.1: lithium hydroxide / Inert atmosphere
9.1: N-ethyl-N,N-diisopropylamine / ISOPROPYLAMIDE / 2 h / 80 °C / Inert atmosphere; Microwave irradiation
10.1: hydrogenchloride / 1,4-dioxane; acetonitrile / 0.5 h / 20 °C / Inert atmosphere
11.1: HATU / N,N-dimethyl-formamide / 0.08 h / Inert atmosphere
11.2: 0.08 h / Inert atmosphere
With
hydrogenchloride; dmap; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; HATU; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ISOPROPYLAMIDE; water; N,N-dimethyl-formamide; toluene; acetonitrile;