Multi-step reaction with 12 steps
1.1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / 2.5 h / 0 - 20 °C
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere
2.2: 16 h / 25 °C / Inert atmosphere
3.1: water; lithium hydroxide / tetrahydrofuran; methanol / 0.5 h / 20 °C
4.1: chloroformic acid ethyl ester; 4-methyl-morpholine / dichloromethane / 1 h / 20 °C
5.1: mercaptoacetic acid; potassium carbonate / N,N-dimethyl-formamide / 3 h / 60 °C
6.1: Hexamethyldisiloxane; phosphorous (V) sulfide / toluene / 4 h / 100 °C
7.1: ammonia / methanol / 72 h / 80 °C / Sealed tube
8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 40 °C
9.1: sodium azide; copper(l) iodide; sodium L-ascorbate; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / ethanol; water / 70 °C / Inert atmosphere
10.1: hydrogen / 5%-palladium/activated carbon / ethanol; tetrahydrofuran
11.1: 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 3 h / 0 - 20 °C
12.1: trifluoroacetic acid / dichloromethane / 1 h
With
4-methyl-morpholine; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; sodium azide; 1-hydroxy-7-aza-benzotriazole; Hexamethyldisiloxane; ammonia; water; hydrogen; phosphorous (V) sulfide; chloroformic acid ethyl ester; sodium hydride; potassium carbonate; mercaptoacetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; lithium hydroxide; diethylazodicarboxylate;
5%-palladium/activated carbon;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;