1: With hydrogen fluoride T=20°C; 2: With hydrogen; 10percent Pd/C in methanol P=760.051 Torr; 2 h; Further stages.;

1.1: 92 percent / Et3N / CH2Cl2 / 20 °C 2.1: 85 percent / NaN3 / dimethylformamide / 12 h / 85 °C 3.1: Acid hydrolysis 4.1: imidazole; Et3N / CH2Cl2 / 0.75 h 5.1: 72 percent / (COCl)2; DMSO; Et3N / 2 h 6.1: aq. HF / 20 °C 6.2: H2 / 10percent Pd/C / methanol / 2 h / 760.05 Torr View Scheme

1.1: 85 percent / NaN3 / dimethylformamide / 12 h / 85 °C 2.1: Acid hydrolysis 3.1: imidazole; Et3N / CH2Cl2 / 0.75 h 4.1: 72 percent / (COCl)2; DMSO; Et3N / 2 h 5.1: aq. HF / 20 °C 5.2: H2 / 10percent Pd/C / methanol / 2 h / 760.05 Torr View Scheme

1.1: 98 percent / NaH / tetrahydrofuran / 2 h / 20 °C 2.1: 84 percent / Bu3SnH; AIBN / toluene / 5 h / Heating 3.1: 81 percent / 1M Bu4NF / tetrahydrofuran / 4 h / 20 °C 4.1: 92 percent / Et3N / CH2Cl2 / 20 °C 5.1: 85 percent / NaN3 / dimethylformamide / 12 h / 85 °C 6.1: Acid hydrolysis 7.1: imidazole; Et3N / CH2Cl2 / 0.75 h 8.1: 72 percent / (COCl)2; DMSO; Et3N / 2 h 9.1: aq. HF / 20 °C 9.2: H2 / 10percent Pd/C / methanol / 2 h / 760.05 Torr View Scheme

1.1: 81 percent / 1M Bu4NF / tetrahydrofuran / 4 h / 20 °C 2.1: 92 percent / Et3N / CH2Cl2 / 20 °C 3.1: 85 percent / NaN3 / dimethylformamide / 12 h / 85 °C 4.1: Acid hydrolysis 5.1: imidazole; Et3N / CH2Cl2 / 0.75 h 6.1: 72 percent / (COCl)2; DMSO; Et3N / 2 h 7.1: aq. HF / 20 °C 7.2: H2 / 10percent Pd/C / methanol / 2 h / 760.05 Torr View Scheme

1.1: Acid hydrolysis 2.1: imidazole; Et3N / CH2Cl2 / 0.75 h 3.1: 72 percent / (COCl)2; DMSO; Et3N / 2 h 4.1: aq. HF / 20 °C 4.2: H2 / 10percent Pd/C / methanol / 2 h / 760.05 Torr View Scheme

1.1: 72 percent / (COCl)2; DMSO; Et3N / 2 h 2.1: aq. HF / 20 °C 2.2: H2 / 10percent Pd/C / methanol / 2 h / 760.05 Torr View Scheme