Multi-step reaction with 12 steps
1: p-toluenesulfonic acid / benzene / 2 h / Ambient temperature
2: 80 percent aq. acetic acid / 0.17 h
3: 91 percent / pyridine / CH2Cl2 / 14 h / Ambient temperature
4: 75 percent / Bu3SnH, α,α'-azoisobutyronitrile / toluene / 1 h / 80 °C
5: 0.1 N methanolic NaOMe / methanol / 2 h
6: pyridine / 3 h / Ambient temperature
7: 64 percent / trifluoroacetic acid / 4 h / 60 °C
8: 2-aminoethanol / tetrahydrofuran / 8 h / Ambient temperature
9: 1,5-diazabicyclo<5.4.0>undec-5-ene / CH2Cl2 / 2 h / Ambient temperature
10: 1.) molecular sieves 4 Angstroem, 2.) trimethylsilyl triflate / 1.) dichloromethane, 1 h, 2.) r.t., 1 h
11: 60 percent aq. acetic acid / 5 h / 40 °C
12: pyridine / 12 h
With
pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium methylate; toluene-4-sulfonic acid; ethanolamine; acetic acid; trifluoroacetic acid; 1,5-Diazabicyclo[5.4.0]undec-5-ene;
In
tetrahydrofuran; methanol; dichloromethane; toluene; benzene;