Multi-step reaction with 10 steps
1: 3N HCl / 3 h / Heating
2: sat. HCl/MeOH / 2.5 h / Heating
3: LiHBEt3 / tetrahydrofuran / 1.) 0 deg C, 50 min; 2.) RT, 25 min
4: NaOH / H2O / 104.5 h / Ambient temperature; pH=13
5: 66 percent / pyridine / dimethylformamide / 5 h / Ambient temperature
6: 69 percent / Ag2O / 48 h / Heating
7: 56 percent / CF3COOH, phenol / CH2Cl2 / 27 h / Ambient temperature
8: 21 percent / 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU), (i-Pr)2EtN / dimethylformamide; CH2Cl2 / 24 h / Ambient temperature
9: 54 percent / Bu4NF*3H2O / tetrahydrofuran / 1.17 h / Ambient temperature
10: Bu4NClO4, pyridine / 3 h / Ambient temperature
With
pyridine; hydrogenchloride; methanol; sodium hydroxide; tetrabutyl ammonium fluoride; tetrabutylammonium perchlorate; lithium triethylborohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; silver(l) oxide; phenol;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19970800618