Multi-step reaction with 7 steps
1: 80 percent / HC(OCH3)3, CSA / dimethylformamide / 6 h
2: 93 percent / pyridine / 12 h
3: 50 percent / NaBH3CN, molecular sieve 3 Angstroem, trifluoroacetic acid / tetrahydrofuran / 16 h / 0 °C
4: 65 percent / pyridine / CH2Cl2 / 2 h / Ambient temperature
5: 69 percent / LiCl, HMPT / 3 h / Heating
6: 53 percent / Bu3SnH, AIBN / toluene / 110 °C
7: 93 percent / AcOH / Pd(OAc)2 / H2O / a) 1 d, room temp., b) 1 h, 40 deg C
With
pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; lithium chloride; trimethyl orthoformate;
palladium diacetate;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;