Multi-step reaction with 7 steps
1: 80 percent / K2CO3, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 13 h / 80 °C
2: 99 percent / H2, acetic acid / Raney Ni / ethanol; tetrahydrofuran / 0.5 h
3: 1.) LDA, 2.) I2 / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 20 min
4: 1.) NaH, DMSO / 1.) 0 deg C, 5 min, 2.) DMSO, RT, 1.5 h
5: 74 percent / EtONa / ethanol; tetrahydrofuran / 3 h / Heating
6: 50 percent / BH3*THF / tetrahydrofuran / 6 h / 0 °C
7: aq. NaOH / methanol / 12 h / 60 °C
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; borane-THF; hydrogen; iodine; sodium ethanolate; sodium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; lithium diisopropyl amide;
nickel;
In
tetrahydrofuran; methanol; ethanol;
DOI:10.1248/cpb.43.256