Multi-step reaction with 11 steps
1.1: thionyl chloride / 24 h / 50 °C
2.1: bromine / chloroform / 1 h / 0 °C
3.1: pyridine / 4 h
4.1: N-Bromosuccinimide / dibenzoyl peroxide / tetrachloromethane / 85 °C
5.1: water; calcium carbonate / 1,4-dioxane / 3 h / 150 °C
6.1: potassium carbonate / N,N-dimethyl-formamide
7.1: 2-Methyl-1-butene; aminosulfonic acid; sodium chlorite / water; dimethyl sulfoxide; tetrahydrofuran / 1 h / 0 °C
8.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 72 h
9.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 0.42 h / 130 °C / Sealed vial
10.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 80 °C
10.2: pH 2
11.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
With
pyridine; sodium chlorite; potassium phosphate; N-Bromosuccinimide; thionyl chloride; 1-hydroxy-7-aza-benzotriazole; aminosulfonic acid; water; bromine; potassium carbonate; 2-Methyl-1-butene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; calcium carbonate; lithium hydroxide;
tetrakis(triphenylphosphine) palladium(0); dibenzoyl peroxide;
In
tetrahydrofuran; 1,4-dioxane; tetrachloromethane; 1,2-dimethoxyethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide;