Multi-step reaction with 9 steps
1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 20 °C
2.1: triethylamine / 1,2-dichloro-ethane / 20 - 70 °C
3.1: Jones reagent / acetone / 20 °C
4.1: pyridine; trifluoro-[1,3,5]triazine / dichloromethane / 20 °C
5.1: N-ethyl-N,N-diisopropylamine / acetonitrile
6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 0 °C
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide
8.1: trifluoroacetic acid / dichloromethane / 1 h
9.1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 1 h
9.2: PHENOMENEX.(R). Luna 5u
With
4-methyl-morpholine; pyridine; N-chloro-succinimide; Jones reagent; trifluoro-[1,3,5]triazine; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; acetonitrile;