Multi-step reaction with 10 steps
1.1: sulfuric acid / dichloromethane / 24 h / Inert atmosphere; Reflux
2.1: lithium tetrafluoroborate / ethylene glycol / 14 h / 95 °C / Inert atmosphere
3.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
3.2: pH 4 - 5 / Cooling
4.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 1 h / -30 °C / Inert atmosphere
4.2: 19 h / -30 - 20 °C / Inert atmosphere
5.1: methoxycarbonylsulfamoyl-triethylammmonium hydroxide / tetrahydrofuran / -10 - 0 °C / Inert atmosphere; Reflux
6.1: Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 - 20 °C / Inert atmosphere
7.1: sodium hydroxide; water / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
7.2: pH 4 - 5
8.1: oxalyl dichloride / N,N-dimethyl-formamide / toluene / 1 h / 20 °C / Inert atmosphere
9.1: sodium azide / water; acetone / 3.25 h / 0 - 20 °C / Inert atmosphere
10.1: xylene / 0.08 h / 140 °C / Inert atmosphere
10.2: 0.08 h / 140 °C / Inert atmosphere
With
lithium tetrafluoroborate; sodium azide; methoxycarbonylsulfamoyl-triethylammmonium hydroxide; oxalyl dichloride; lithium hydroxide monohydrate; Bromotrichloromethane; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium hydroxide; isobutyl chloroformate;
sulfuric acid; N,N-dimethyl-formamide;
In
tetrahydrofuran; dichloromethane; water; ethylene glycol; acetone; toluene; xylene;
10.1: Curtius Rearrangement;