Multi-step reaction with 7 steps
1: 52 percent / TMEDA, BuLi / hexane / 1.) 0 deg C, 30 min; r.t., overnight, 2.) 0 deg C, 1 h
2: 77 percent / NaH, PrSH / dimethylformamide / 1.5 h / 90 °C
3: 93 percent / K2CO3 / ethanol / Heating
4: 100 percent / 50percent aq. NaOH, Bu4NI / CH2Cl2 / 6 h / Heating
5: 66 percent / NaOCH2Ph / 100 °C
6: 1.) DMSO, TFAA, 2.) Et3N / 1.) CH2Cl2, -60 deg C, 15 min, 2.) -60 deg C, 15 min; r.t., 15 min
7: 89 percent / NaCNBH3, MgSO4, AcOH / methanol / Heating
With
sodium hydroxide; n-butyllithium; 1-thiopropane; N,N,N,N,-tetramethylethylenediamine; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; magnesium sulfate; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; sodium phenyl-methanolate; trifluoroacetic anhydride;
In
methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/P19960002497