1: 2-(2(S)-benzyloxy-1(S)-ethyl-propyl)-4-{4-[4-(4-hydroxy-phenyl)-piperazin-1-yl]-phenyl}-2,4-dihydro-[1,2,4]triazol-3-one With sodium hydroxide in water; dimethyl sulfoxide T=20°C; 0.25 h; 2: (-)-(5R-cis)-5-(2,4-difluorophenyl)-5-[(1H-1,2,4-triazole-1-yl)methyl]-tetrahydro-3-furanmethanol-4-chlorobenzene sulphonate in water; dimethyl sulfoxide T=35 - 45°C; 10 - 12 h;

2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) in toluene T=80°C; 12 h;

1,8-diazabicyclo[5.4.0]undec-7-ene in toluene

1: 2-(2(S)-benzyloxy-1(S)-ethyl-propyl)-4-{4-[4-(4-hydroxy-phenyl)-piperazin-1-yl]-phenyl}-2,4-dihydro-[1,2,4]triazol-3-one With sodium hydroxide in water; dimethyl sulfoxide T=20°C; 0.5 h; 2: (2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran in water; dimethyl sulfoxide T=35 - 40°C; 12 h; Product distribution / selectivity;

1: 93 percent / K2CO3 / dimethylformamide / 110 °C 2: 51 percent / BINAP; t-BuONa / Pd2(dba)3 / toluene / 12 h / 80 °C View Scheme

1: With palladium on activated charcoal in formic acid T=20°C; 15 h; 2: in formic acid T=35 - 40°C; 24 h;