Multi-step reaction with 12 steps
1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature
2: 90 percent / hydrogen / 10percent Pd-C / ethanol / 2 h / Ambient temperature
3: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH2Cl2, -60 deg C, 15 min, 2.) -60 deg C, 30 min
4: 73 percent / 1.) butyl-lithium, 2.) hexamethylphosphoric triamide / tetrahydrofuran; hexane
5: 93 percent / NaOH / ethanol; H2O / 3 h / Ambient temperature
6: 90 percent / tetrahydrofuran / 12 h / Ambient temperature
7: 61 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8 h / -78 °C
8: 75 percent / lithium hexamethyldisilazane / tetrahydrofuran; hexane / 2 h / -78 °C
9: m-chloroperoxybenzoic acid, 30percent aq. H2O2 / CDCl3 / 1.) -50 deg C, 15 min, 2.) 0 deg C, 15 min
10: Heating
11: 32 percent / aq. KOH / benzene; methanol / 3 h
12: 72 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 3 h
With
N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium hydroxide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; chloroform-d1; ethanol; hexane; water; benzene;
