Multi-step reaction with 7 steps
1: 100 percent / H2, conc. HCl / Pt/C / H2O / 264 h / Ambient temperature
2: 98 percent / 4M NaOH / Ambient temperature
3: (COCl)2, DMSO, Et3N / tetrahydrofuran / 0.5 h / -35 - 20 °C
4: 1.) nBuLi / 1.) THF, hexane, room temperature, 30 min, 2.) -78 deg C -> room temperature, 1 h
5: I2 / CHCl3 / 192 h / Irradiation
6: 72 percent / Ad-mix-β, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 1.) 0 deg C, 7 h, 2.) room temperature, 17 h
7: 1.), 2.) NaH / 1.) Py, -20 deg C, 24 h, 2.) THF, room temperature, 3 days
With
hydrogenchloride; sodium hydroxide; n-butyllithium; oxalyl dichloride; methanesulfonamide; AD-mix-β; hydrogen; iodine; sodium hydride; dimethyl sulfoxide; triethylamine;
platinum on activated charcoal;
In
tetrahydrofuran; chloroform; water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(99)00050-2