Multi-step reaction with 8 steps
1: 96 percent / pyridinium dichromate, Ac2O / CH2Cl2 / 1.5 h / Heating
2: 79 percent / NaBH4, H2O / ethanol / 4 h / Ambient temperature
3: 98 percent / pyridine / 3 h / Ambient temperature
4: 1percent HCl / methanol / 30 h / Ambient temperature
5: pyridine / 3 h / Ambient temperature
6: AcOH, conc. H2SO4 / Ambient temperature
7: 1.) HCl(g), AcCl, 2.) H2O / 1.) CH2Cl2, 0 deg C, 2.) CH3CN
8: 1.) SO2Cl2 / 1.) CH2Cl2, DMF, from -40 deg C to RT, 3.5 h, 2.) CH2Cl2, DMF, RT, 15 h
With
pyridine; hydrogenchloride; sodium tetrahydroborate; dipyridinium dichromate; sulfuryl dichloride; sulfuric acid; water; acetic anhydride; acetic acid; acetyl chloride;
In
methanol; ethanol; dichloromethane;
DOI:10.1021/jm960098l