Multi-step reaction with 10 steps
1: N,N',N'-trimethylenediamine; n-butyllithium / tetrahydrofuran; hexane; cyclohexane
2: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / tert-butyl alcohol; acetonitrile; water
3: caesium carbonate / N,N-dimethyl-formamide
4: 3-chloro-benzenecarboperoxoic acid / dichloromethane
5: bis-triphenylphosphine-palladium(II) chloride; copper(II) oxide / N,N-dimethyl-formamide / 110 °C
6: trifluoroacetic anhydride / N,N-dimethyl-formamide
7: sodium hydroxide; water / tetrahydrofuran
8: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide
9: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran
10: trifluoroacetic acid / dichloromethane
With
dmap; bis-triphenylphosphine-palladium(II) chloride; sodium chlorite; n-butyllithium; 1-hydroxy-7-aza-benzotriazole; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; di-isopropyl azodicarboxylate; water; caesium carbonate; N,N',N'-trimethylenediamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic acid; trifluoroacetic anhydride; copper(II) oxide; sodium hydroxide;
In
tetrahydrofuran; hexane; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
9: |Mitsunobu Displacement;
DOI:10.1016/j.bmcl.2013.06.028