benzyl N-(4-hydroxy-2-methylbutan-2-yl)carbamate

反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 100-mL round-bottomed flask was added benzyl(4-hydroxy-2-methylbutan-2-yl)carbamate (1.60 g, 6.74 mmol) and dess-martinperiodinane (24.72 mL, 7.42 mmol) (0.3 M in DCM, Sigma-Aldrich) at 0° C. The reaction was stirred at 0° C. for 40 min, then diluted with DCM (100 mL). The mixture was washed with sat. NaHCO3, and brine. The organic layer was dried (MgSO4), filtered and concentrated. The residue was purified via silica gel chromatography (eluted with 10-60% EtOAc in Hex) to give benzyl(2-methyl-4-oxobutan-2-yl)carbamate (1.04 g, 4.42 mmol, 65% yield) as a colorless oil. MS (ESI, pos. ion) m/z: 236.1 (M+1). The mixture was washed with sat. NaHCO3, and brine The organic layer was dried (MgSO4) filtered concentrated The residue was purified via silica gel chromatography (eluted with 10-60% EtOAc in Hex)

反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 150-mL round-bottomed flask was added 3-amino-3-methyl-butan-1-ol (2.18 mL, 19.39 mmol, Tyger Sci. Inc) and Na2CO3 (3.08 g, 29.1 mmol) (1 M in water) and the solution was cooled to 0° C. Benzyl chloroformate (3.03 mL, 21.33 mmol, Sigma-Aldrich) was added dropwise and the mixture was stirred at 0° C. for 2 h. The mixture was extracted with EtOAc (100 mL×3) and the combined organic layers were dried (MgSO4), filtered and concentrated. The residue was purified with silica gel chromatography (eluted with 10-50% EtOAc in Hex) to give benzyl(4-hydroxy-2-methylbutan-2-yl)carbamate (3.33 g, 14.03 mmol, 72% yield) as a clear oil. MS (ESI, pos. ion) m/z: 238.1 (M+1). The mixture was extracted with EtOAc (100 mL×3) the combined organic layers were dried (MgSO4) filtered concentrated The residue was purified with silica gel chromatography (eluted with 10-50% EtOAc in Hex)

反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 150-mL round-bottomed flask was added 3-amino-3-methyl-butan-1-ol (2.18 mL, 19.39 mmol, Tyger Sci. Inc) and Na2CO3 (3.08 g, 29.1 mmol) (1 M in water) and the solution was cooled to 0° C. Benzyl chloroformate (3.03 mL, 21.33 mmol, Sigma-Aldrich) was added dropwise and the mixture was stirred at 0° C. for 2 h. The mixture was extracted with EtOAc (100 mL×3) and the combined organic layers were dried (MgSO4), filtered and concentrated. The residue was purified with silica gel chromatography (eluted with 10-50% EtOAc in Hex) to give benzyl(4-hydroxy-2-methylbutan-2-yl)carbamate (3.33 g, 14.03 mmol, 72% yield) as a clear oil. MS (ESI, pos. ion) m/z: 238.1 (M+1). The mixture was extracted with EtOAc (100 mL×3) the combined organic layers were dried (MgSO4) filtered concentrated The residue was purified with silica gel chromatography (eluted with 10-50% EtOAc in Hex)

反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 100-mL round-bottomed flask was added benzyl(4-hydroxy-2-methylbutan-2-yl)carbamate (1.60 g, 6.74 mmol) and dess-martinperiodinane (24.72 mL, 7.42 mmol) (0.3 M in DCM, Sigma-Aldrich) at 0° C. The reaction was stirred at 0° C. for 40 min, then diluted with DCM (100 mL). The mixture was washed with sat. NaHCO3, and brine. The organic layer was dried (MgSO4), filtered and concentrated. The residue was purified via silica gel chromatography (eluted with 10-60% EtOAc in Hex) to give benzyl(2-methyl-4-oxobutan-2-yl)carbamate (1.04 g, 4.42 mmol, 65% yield) as a colorless oil. MS (ESI, pos. ion) m/z: 236.1 (M+1). The mixture was washed with sat. NaHCO3, and brine The organic layer was dried (MgSO4) filtered concentrated The residue was purified via silica gel chromatography (eluted with 10-60% EtOAc in Hex)

反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 150-mL round-bottomed flask was added 3-amino-3-methyl-butan-1-ol (2.18 mL, 19.39 mmol, Tyger Sci. Inc) and Na2CO3 (3.08 g, 29.1 mmol) (1 M in water) and the solution was cooled to 0° C. Benzyl chloroformate (3.03 mL, 21.33 mmol, Sigma-Aldrich) was added dropwise and the mixture was stirred at 0° C. for 2 h. The mixture was extracted with EtOAc (100 mL×3) and the combined organic layers were dried (MgSO4), filtered and concentrated. The residue was purified with silica gel chromatography (eluted with 10-50% EtOAc in Hex) to give benzyl(4-hydroxy-2-methylbutan-2-yl)carbamate (3.33 g, 14.03 mmol, 72% yield) as a clear oil. MS (ESI, pos. ion) m/z: 238.1 (M+1). The mixture was extracted with EtOAc (100 mL×3) the combined organic layers were dried (MgSO4) filtered concentrated The residue was purified with silica gel chromatography (eluted with 10-50% EtOAc in Hex)