Multi-step reaction with 9 steps
1.1: sodium hydroxide / tetrahydrofuran; methanol; water / 16 h / 20 °C
2.1: 1,1'-carbonyldiimidazole / 2-methyltetrahydrofuran / 6 h / 20 °C / Large scale
2.2: 20 h / 40 - 45 °C / Large scale
2.3: 1 h / Large scale
3.1: potassium tert-butylate / ethanol / 23 h / 78 °C / Large scale
4.1: water / 7 h / 95 °C / Large scale
5.1: trichlorophosphate; N,N-diethylaniline / 6 h / 90 - 100 °C / Large scale
6.1: potassium carbonate; triethylamine / dimethyl sulfoxide / 18 h / 20 °C
7.1: cyclohexanone monooxygenase Rhodococcus ruber; NADPH; keto-reductase; potassium hydrogenphosphate trihydrate; isopropyl alcohol / aq. phosphate buffer / 16 h / 30 °C / Large scale; Enzymatic reaction
8.1: [bis(acetoxy)iodo]benzene; ammonium carbamate / methanol; toluene / 20 h / 0 - 10 °C
9.1: bis-triphenylphosphine-palladium(II) chloride; potassium phosphate / water; ethanol / 17 h / 75 °C / Inert atmosphere; Large scale
9.2: 8 h / 60 °C / Large scale
With
bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; potassium hydrogenphosphate trihydrate; [bis(acetoxy)iodo]benzene; potassium tert-butylate; cyclohexanone monooxygenase Rhodococcus ruber; keto-reductase; ammonium carbamate; potassium carbonate; triethylamine; isopropyl alcohol; 1,1'-carbonyldiimidazole; N,N-diethylaniline; NADPH; sodium hydroxide; trichlorophosphate;
In
tetrahydrofuran; 2-methyltetrahydrofuran; methanol; aq. phosphate buffer; ethanol; water; dimethyl sulfoxide; toluene;
9.1: |Suzuki Coupling;
DOI:10.1021/acs.oprd.0c00482