1.1: 2,6-di-tert-butyl-4-methyl-phenol; sodium hydroxide; water / dimethyl sulfoxide / 0.17 h / 30 °C 1.2: 32 °C 2.1: 1,1'-carbonyldiimidazole / dichloromethane / 2 h / -10 °C / Inert atmosphere 2.2: 22 h / 0 - 30 °C 3.1: N,O-bis-(trimethylsilyl)-acetamide; 1H-imidazole; trimethylsilyl iodide / dichloromethane; isopropanol acetate / 19 h / 89 °C 3.2: 50 - 60 °C View Scheme

1.1: sodium hydrogencarbonate / toluene / 24 h / -15 °C / Enzymatic reaction 2.1: sodium hydrogencarbonate; iodine / ethyl acetate / 5 h / -15 °C 3.1: dimethyl sulfoxide / 24 h / 25 - 90 °C 3.2: 3 h / 25 - 30 °C 4.1: hydrogenchloride / tert-butyl methyl ether; acetone / 0.5 h / 25 - 30 °C 5.1: triethylamine / dichloromethane / 1 h / 12 - 22 °C 5.2: 4 h / 12 - 25 °C 6.1: 2,6-di-tert-butyl-4-methyl-phenol; sodium hydroxide; water / dimethyl sulfoxide / 0.17 h / 30 °C 6.2: 32 °C 7.1: 1,1'-carbonyldiimidazole / dichloromethane / 2 h / -10 °C / Inert atmosphere 7.2: 22 h / 0 - 30 °C 8.1: N,O-bis-(trimethylsilyl)-acetamide; 1H-imidazole; trimethylsilyl iodide / dichloromethane; isopropanol acetate / 19 h / 89 °C 8.2: 50 - 60 °C View Scheme

1.1: sodium hydrogencarbonate; iodine / ethyl acetate / 5 h / -15 °C 2.1: dimethyl sulfoxide / 24 h / 25 - 90 °C 2.2: 3 h / 25 - 30 °C 3.1: hydrogenchloride / tert-butyl methyl ether; acetone / 0.5 h / 25 - 30 °C 4.1: triethylamine / dichloromethane / 1 h / 12 - 22 °C 4.2: 4 h / 12 - 25 °C 5.1: 2,6-di-tert-butyl-4-methyl-phenol; sodium hydroxide; water / dimethyl sulfoxide / 0.17 h / 30 °C 5.2: 32 °C 6.1: 1,1'-carbonyldiimidazole / dichloromethane / 2 h / -10 °C / Inert atmosphere 6.2: 22 h / 0 - 30 °C 7.1: N,O-bis-(trimethylsilyl)-acetamide; 1H-imidazole; trimethylsilyl iodide / dichloromethane; isopropanol acetate / 19 h / 89 °C 7.2: 50 - 60 °C View Scheme

1.1: dimethyl sulfoxide / 24 h / 25 - 90 °C 1.2: 3 h / 25 - 30 °C 2.1: hydrogenchloride / tert-butyl methyl ether; acetone / 0.5 h / 25 - 30 °C 3.1: triethylamine / dichloromethane / 1 h / 12 - 22 °C 3.2: 4 h / 12 - 25 °C 4.1: 2,6-di-tert-butyl-4-methyl-phenol; sodium hydroxide; water / dimethyl sulfoxide / 0.17 h / 30 °C 4.2: 32 °C 5.1: 1,1'-carbonyldiimidazole / dichloromethane / 2 h / -10 °C / Inert atmosphere 5.2: 22 h / 0 - 30 °C 6.1: N,O-bis-(trimethylsilyl)-acetamide; 1H-imidazole; trimethylsilyl iodide / dichloromethane; isopropanol acetate / 19 h / 89 °C 6.2: 50 - 60 °C View Scheme

1.1: 2,6-di-tert-butyl-4-methyl-phenol; sodium hydroxide; water / dimethyl sulfoxide / 0.17 h / 30 °C 1.2: 32 °C 2.1: 1,1'-carbonyldiimidazole / dichloromethane / 2 h / -10 °C / Inert atmosphere 2.2: 22 h / 0 - 30 °C 3.1: N,O-bis-(trimethylsilyl)-acetamide; 1H-imidazole; trimethylsilyl iodide / dichloromethane; isopropanol acetate / 19 h / 89 °C 3.2: 50 - 60 °C View Scheme

1.1: sodium hydroxide / dimethyl sulfoxide / 5 h / 25 - 30 °C 2.1: water; lithium chloride; sodium tetrahydroborate / isopropyl alcohol / 20 h / -5 - 30 °C 2.2: pH 1 3.1: sodium hydrogencarbonate / toluene / 24 h / -15 °C / Enzymatic reaction 4.1: sodium hydrogencarbonate; iodine / ethyl acetate / 5 h / -15 °C 5.1: dimethyl sulfoxide / 24 h / 25 - 90 °C 5.2: 3 h / 25 - 30 °C 6.1: hydrogenchloride / tert-butyl methyl ether; acetone / 0.5 h / 25 - 30 °C 7.1: triethylamine / dichloromethane / 1 h / 12 - 22 °C 7.2: 4 h / 12 - 25 °C 8.1: 2,6-di-tert-butyl-4-methyl-phenol; sodium hydroxide; water / dimethyl sulfoxide / 0.17 h / 30 °C 8.2: 32 °C 9.1: 1,1'-carbonyldiimidazole / dichloromethane / 2 h / -10 °C / Inert atmosphere 9.2: 22 h / 0 - 30 °C 10.1: N,O-bis-(trimethylsilyl)-acetamide; 1H-imidazole; trimethylsilyl iodide / dichloromethane; isopropanol acetate / 19 h / 89 °C 10.2: 50 - 60 °C View Scheme

water Enzymatic reaction; Conversion of starting material;