Multi-step reaction with 8 steps
1.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 25 °C
2.1: tetrahydrofuran / 1 h / 0 °C
3.1: camphor-10-sulfonic acid / 1,4-dioxane / 75 °C / Sealed tube
3.2: 3 h / 75 - 80 °C / Sealed tube
4.1: sodium methylate / methanol / 72 h / 25 °C
5.1: 10% Pd/C; hydrogen / ethyl acetate / 25 °C
6.1: toluene / 6 h / 130 °C
7.1: potassium carbonate / methanol / 4 h / 85 °C
8.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 25 °C
With
camphor-10-sulfonic acid; 10% Pd/C; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium methylate; potassium carbonate; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ml300175c