1: 94 percent / methanol; tetrahydrofuran / -60 - 10 °C 2: dicyclohexylcarbodiimide, hydroxybenzotriazole / 1.) THF 2.) Et3N 3: 57 percent / lithium diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / -55 °C 4: 87 percent / LiAlH4 / tetrahydrofuran / -78 - 20 °C 5: imidazole, pyridinum toluene-p-sulphonate / 1.) dimethylformamide 2.) Ch2Cl2 6: 84 percent / NaIO4, KMnO4, Na2CO3, CH2N2 / dioxane; H2O; diethyl ether 7: 81 percent / NaH, hexamethylphosphoramide / dimethylsulfoxide; hexamethylphosphoric acid triamide; H2O / 175 °C View Scheme

Multi-step reaction with 2 steps 1: 94 percent / methanol; tetrahydrofuran / -60 - 10 °C2: dicyclohexylcarbodiimide, hydroxybenzotriazole / 1.) THF 2.) Et3N  

With  hydrogenchloride in  1,4-dioxane T=60°C;   

 in  tetrahydrofuran; methanol T=-60 - 10°C;   

Multi-step reaction with 4 steps 1: 94 percent / methanol; tetrahydrofuran / -60 - 10 °C2: dicyclohexylcarbodiimide, hydroxybenzotriazole / 1.) THF 2.) Et3N3: 57 percent / lithium diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / -55 °C4: 87 percent / LiAlH4 / tetrahydrofuran / -78 - 20 °C  

Multi-step reaction with 5 steps 1: 94 percent / methanol; tetrahydrofuran / -60 - 10 °C2: dicyclohexylcarbodiimide, hydroxybenzotriazole / 1.) THF 2.) Et3N3: 57 percent / lithium diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / -55 °C4: 87 percent / LiAlH4 / tetrahydrofuran / -78 - 20 °C5: imidazole, pyridinum toluene-p-sulphonate / 1.) dimethylformamide 2.) Ch2Cl2  

Multi-step reaction with 6 steps 1: 94 percent / methanol; tetrahydrofuran / -60 - 10 °C2: dicyclohexylcarbodiimide, hydroxybenzotriazole / 1.) THF 2.) Et3N3: 57 percent / lithium diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / -55 °C4: 87 percent / LiAlH4 / tetrahydrofuran / -78 - 20 °C5: imidazole, pyridinum toluene-p-sulphonate / 1.) dimethylformamide 2.) Ch2Cl2 6: 84 percent / NaIO4, KMnO4, Na2CO3, CH2N2 / dioxane; H2O; diethyl ether