Multi-step reaction with 8 steps
1: 51 percent / H2S / propan-2-ol / -5 - 5 °C
2: 81 percent / NaBH4 / propan-2-ol / a) from 0 to 5 deg C, 0.5 h, b) RT, overnight, c) 80 deg C, 2 h
3: 87 percent / acetone / 2 h / Ambient temperature
4: 87 percent / toluene / 5 h / 110 °C
5: 1.) NaOEt / 1.) EtOH, RT, 3 h, 2.) EtOH, RT, 22 h
6: 100 percent / CH3CO3H / acetic acid; CH2Cl2 / 5 h / Ambient temperature
7: 91 percent / K2CO3, KI / dimethylformamide / 1.25 h / 110 °C
8: 45.70 g / Et3N / acetonitrile / 5 h / Ambient temperature
With
peracetic acid; sodium tetrahydroborate; hydrogen sulfide; sodium ethanolate; potassium carbonate; triethylamine; potassium iodide;
In
dichloromethane; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; acetone; toluene; acetonitrile;
DOI:10.1021/jm00074a005