Multi-step reaction with 9 steps
1.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 1 h / -30 °C / Inert atmosphere
1.2: 2 h / -30 - 20 °C / Inert atmosphere
2.1: methoxycarbonylsulfamoyl-triethylammmonium hydroxide / tetrahydrofuran / 2.5 h / -10 - 0 °C / Inert atmosphere; Reflux
3.1: copper(ll) bromide; hexamethylenetetramine; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C / Inert atmosphere
4.1: sodium hydroxide; water / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
5.1: oxalyl dichloride / N,N-dimethyl-formamide / toluene / 0.5 h / 20 °C / Inert atmosphere
6.1: sodium azide / water; acetone / 1.5 h / 0 °C / Inert atmosphere
7.1: xylene / 0.08 h / 140 °C / Inert atmosphere
7.2: 0.08 h / 140 °C / Inert atmosphere
8.1: sodium hydride / tetrahydrofuran / 0.58 h / 0 - 20 °C / Inert atmosphere
8.2: 2.5 h / 0 - 20 °C / Inert atmosphere
9.1: trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
With
sodium azide; methoxycarbonylsulfamoyl-triethylammmonium hydroxide; oxalyl dichloride; hexamethylenetetramine; water; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; sodium hydroxide; copper(ll) bromide; isobutyl chloroformate;
N,N-dimethyl-formamide;
In
tetrahydrofuran; dichloromethane; water; acetone; toluene; xylene;
7.1: Curtius Rearrangement;