Multi-step reaction with 10 steps
1: 98 percent / triethylamine / CH2Cl2 / 0.25 h / -30 °C
2: 1) sodium hydride / 1) DMF, room temperature, 1 h, 2) 60 deg C, 30 min
3: 68 percent / LiBH4 / tetrahydrofuran / 0.5 h / 60 °C
4: 87.4 percent / triethylamine / CH2Cl2 / 0.33 h / -30 °C
5: 78.1 percent / dimethylformamide / 1 h / 100 °C
6: 78 percent / H2NNH2*H2O / CH2Cl2; methanol / 5 h / 60 °C
7: 41 percent / triethylamine / CH2Cl2 / 0.33 h / -30 °C
8: 1) AgNO3, pyridine, 2) H2S / 1) MeOH, CH2Cl2, H2O, room temperature, 10 min
9: diisopropylethylamine / acetonitrile / 4.5 h
10: 72 percent / AlCl3, anisole / CH2Cl2 / 1.5 h / -30 °C
With
pyridine; lithium borohydride; aluminium trichloride; hydrogen sulfide; sodium hydride; hydrazine hydrate; silver nitrate; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.7164/antibiotics.49.199