叔-正丁基-[(2S)-1-(氰基甲氨基)-1-氧-3-苯丙烷-2-基]氨基甲酸酯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Ice-cold aqueous trifluoroacetic acid (10 ml) was added to a solution of Boc-L-Phe-NHCH2CN (5 mmol) in dichloromethane (10 ml). The reaction mixture was incubated at 20° C. for 30 minutes and then the solvent was removed by evaporation at 40° C. The residue was dissolved in chloroform, evaporated and the procedure repeated twice more. The resultant crude trifluoroacetate salt was dissolved in a solution of diisopropylethylamine (7.5 mmol) in dimethyl formamide (10 ml) and Boc-Gly-p-nitrophenyl ester (6.25 mmol) and N-hydroxybenzotriazole monohydrate (6.25 mmol) were added. Sufficient diisopropylethylamine was then added dropwise to generate p-nitrophenol (golden colour) and the mixture was stirred at room temperature for 2 hours. N,N-diethylethylenediamine (1.5 ml ) followed after 15 minutes by ethylacetate (60 ml) was added and the mixture was washed with water, aqueous triethylamine, water, aqueous potassium bisulphate, water, dried and evaporated. The residue was purified by chromatography on silica eluted with ethyl acetate:hexane (20:1) to yield Boc-Gly-L-Phe-NHCH2CN in the form of a foam. the solvent was removed by evaporation at 40° C The residue was dissolved in chloroform evaporated were added was added the mixture was washed with water, aqueous triethylamine, water, aqueous potassium bisulphate, water dried evaporated The residue was purified by chromatography on silica eluted with ethyl acetate:hexane (20:1)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Ice-cold aqueous trifluoroacetic acid (10 ml) was added to a solution of Boc-L-Phe-NHCH2CN (5 mmol) in dichloromethane (10 ml). The reaction mixture was incubated at 20° C. for 30 minutes and then the solvent was removed by evaporation at 40° C. The residue was dissolved in chloroform, evaporated and the procedure repeated twice more. The resultant crude trifluoroacetate salt was dissolved in a solution of diisopropylethylamine (7.5 mmol) in dimethyl formamide (10 ml) and Boc-Gly-p-nitrophenyl ester (6.25 mmol) and N-hydroxybenzotriazole monohydrate (6.25 mmol) were added. Sufficient diisopropylethylamine was then added dropwise to generate p-nitrophenol (golden colour) and the mixture was stirred at room temperature for 2 hours. N,N-diethylethylenediamine (1.5 ml ) followed after 15 minutes by ethylacetate (60 ml) was added and the mixture was washed with water, aqueous triethylamine, water, aqueous potassium bisulphate, water, dried and evaporated. The residue was purified by chromatography on silica eluted with ethyl acetate:hexane (20:1) to yield Boc-Gly-L-Phe-NHCH2CN in the form of a foam. the solvent was removed by evaporation at 40° C The residue was dissolved in chloroform evaporated were added was added the mixture was washed with water, aqueous triethylamine, water, aqueous potassium bisulphate, water dried evaporated The residue was purified by chromatography on silica eluted with ethyl acetate:hexane (20:1)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Ice-cold aqueous trifluoroacetic acid (10 ml) was added to a solution of Boc-L-Phe-NHCH2CN (5 mmol) in dichloromethane (10 ml). The reaction mixture was incubated at 20° C. for 30 minutes and then the solvent was removed by evaporation at 40° C. The residue was dissolved in chloroform, evaporated and the procedure repeated twice more. The resultant crude trifluoroacetate salt was dissolved in a solution of diisopropylethylamine (7.5 mmol) in dimethylformamide (10 ml) and Boc-Gly-p-nitrophenyl ester (6.25 mmol) and N-hydroxybenzotriazole monohydrate (6.25 mmol) were added. Sufficient diisopropylethylamine was then added dropwise to generate p-nitrophenol (golden colour) and the mixture was stirred at room temperature for 2 hours. N,N-diethylethylenediamine (1.5 ml) followed after 15 minutes by ethylacetate (60 ml) was added and the mixture was washed with water, aqueous triethylamine, water, aqueous potassium bisulphate, water, dried and evaporated. The residue was purified by chromatography on silica eluted with ethyl acetate:hexane (20:1) to yield Boc-Gly-L-Phe-NHCH2CN in the form of a foam. the solvent was removed by evaporation at 40° C The residue was dissolved in chloroform evaporated were added was added the mixture was washed with water, aqueous triethylamine, water, aqueous potassium bisulphate, water dried evaporated The residue was purified by chromatography on silica eluted with ethyl acetate:hexane (20:1)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Ice-cold aqueous trifluoroacetic acid (10 ml) was added to a solution of Boc-L-Phe-NHCH2CN (5 mmol) in dichloromethane (10 ml). The reaction mixture was incubated at 20° C. for 30 minutes and then the solvent was removed by evaporation at 40° C. The residue was dissolved in chloroform, evaporated and the procedure repeated twice more. The resultant crude trifluoroacetate salt was dissolved in a solution of diisopropylethylamine (7.5 mmol) in dimethyl formamide (10 ml) and Boc-Gly-p-nitrophenyl ester (6.25 mmol) and N-hydroxybenzotriazole monohydrate (6.25 mmol) were added. Sufficient diisopropylethylamine was then added dropwise to generate p-nitrophenol (golden colour) and the mixture was stirred at room temperature for 2 hours. N,N-diethylethylenediamine (1.5 ml ) followed after 15 minutes by ethylacetate (60 ml) was added and the mixture was washed with water, aqueous triethylamine, water, aqueous potassium bisulphate, water, dried and evaporated. The residue was purified by chromatography on silica eluted with ethyl acetate:hexane (20:1) to yield Boc-Gly-L-Phe-NHCH2CN in the form of a foam. the solvent was removed by evaporation at 40° C The residue was dissolved in chloroform evaporated were added was added the mixture was washed with water, aqueous triethylamine, water, aqueous potassium bisulphate, water dried evaporated The residue was purified by chromatography on silica eluted with ethyl acetate:hexane (20:1)