Multi-step reaction with 12 steps
1: 30percent H2O2, SeO2, t-BuOH / 50 - 60 °C
2: Et3N, MeOH / Ambient temperature
3: pyridine / Ambient temperature
4: 90percent HNO3, Ac2O, Hg(OAc)2 / acetic acid / 0 °C
5: 3N NaOH / methanol / Ambient temperature
6: H2 / 10percent Pd/C / ethanol / 77572.2 Torr / Ambient temperature
7: NaNO2, HCl / H2O / 0 °C
8: NaN3 / H2O / Ambient temperature
9: 3N KOH / 2-methyl-propan-2-ol / 80 °C
10: K2CO3 / dimethylformamide / 80 °C
11: PCC / CH2Cl2 / Ambient temperature
12: 3N NaOH / methanol / Ambient temperature
With
pyridine; hydrogenchloride; methanol; potassium hydroxide; sodium hydroxide; selenium(IV) oxide; sodium azide; mercury(II) diacetate; hydrogen; dihydrogen peroxide; nitric acid; acetic anhydride; potassium carbonate; triethylamine; pyridinium chlorochromate; tert-butyl alcohol; sodium nitrite;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)87791-6