Multi-step reaction with 10 steps
1.1: iodine; magnesium / tetrahydrofuran / 1 h / 60 - 70 °C / Heating / reflux
1.2: 0.75 h / -20 °C
2.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 2.33 h / 5 - 20 °C
2.2: 2 h / 20 - 25 °C
3.1: toluene-4-sulfonic acid / N,N-dimethyl acetamide; toluene / 2 - 3 h / 105 - 115 °C
4.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0 - 80 °C
5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.5 h / 90 °C
6.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 80 °C
6.2: 20 °C / pH 9
7.1: potassium carbonate / tetrabutylammomium bromide / N,N-dimethyl-formamide / 4 h / 100 °C
8.1: sodium hydroxide; water / tetrahydrofuran / 20 °C
8.2: pH ~ 6
9.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1.5 h / 0 - 50 °C
10.1: triethylamine / dichloromethane / 1 h / 0 - 50 °C
With
sodium hydroxide; thionyl chloride; oxalyl dichloride; water; iodine; potassium carbonate; magnesium; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate;
tetrabutylammomium bromide; toluene-4-sulfonic acid; N,N-dimethyl-formamide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene;