tert-butyl 3-benzyl-3-hydroxyazetidine-1-carboxylate

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

実験手順: tert-butyl 3-benzyl-3-hydroxyazetidine-1-carboxylate 3 (2.0 gm, 7.59 mmol) was taken into a round bottomed flask and was added methanolic-HCl (25 mL, 20%) and was stirred for 3 h at room temperature. After completion of the reaction (monitored by TLC), the solvent was removed under vacuum to get a white solid as a crude product. The crude product was washed with ethyl acetate repeatedly and then dried well to obtain compound 4 as a white solid (1.36 gm, 90%) which was used without further purification. After completion of the reaction (monitored by TLC) the solvent was removed under vacuum to get a white solid as a crude product The crude product was washed with ethyl acetate repeatedly dried well

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

実験手順: tert-butyl 3-benzyl-3-hydroxyazetidine-1-carboxylate 3 (2.0 gm, 7.59 mmol) was taken into a round bottomed flask and was added methanolic-HCl (25 mL, 20%) and was stirred for 3 h at room temperature. After completion of the reaction (monitored by TLC), the solvent was removed under vacuum to get a white solid as a crude product. The crude product was washed with ethyl acetate repeatedly and then dried well to obtain compound 4 as a white solid (1.36 gm, 90%) which was used without further purification. After completion of the reaction (monitored by TLC) the solvent was removed under vacuum to get a white solid as a crude product The crude product was washed with ethyl acetate repeatedly dried well

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

実験手順: 1-Boc-3-azetidinone (1) (2.0 gm, 11.68 mmol) was dissolved in dry THF (20 ml) under nitrogen and cooled to 0° C. Then the solution was added 2.0 M solution of Benzyl magnesium bromide (2) in THF (8.76 ml, 17.52 mmol) under nitrogen atmosphere. The reaction mixture was then allowed to warm to room temperature and stirred for 1 h. The reaction completion was monitored by TLC. The reaction was quenched by the addition of saturated ammonium chloride solution and extracted ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. Crude product was then purified by column chromatography to give compound 3 (2.15 gm, 70%). 1H NMR (400 MHz, DMSOd6) δ: 1.40 (s, 9H), 2.25 (s, 2H), 4.00 (d, 2H), 4.35 (d, 2H), 6.05 (s, 1H), 7.18 (m, 3H), 7.25 (d, 2H); MS: m/z 263.90 (M+1)+. to warm to room temperature The reaction was quenched by the addition of saturated ammonium chloride solution extracted ethyl acetate The organic layer was dried over anhydrous sodium sulfate filtered concentrated under vacuum Crude product was then purified by column chromatography

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

実験手順: tert-butyl 3-benzyl-3-hydroxyazetidine-1-carboxylate 3 (2.0 gm, 7.59 mmol) was taken into a round bottomed flask and was added methanolic-HCl (25 mL, 20%) and was stirred for 3 h at room temperature. After completion of the reaction (monitored by TLC), the solvent was removed under vacuum to get a white solid as a crude product. The crude product was washed with ethyl acetate repeatedly and then dried well to obtain compound 4 as a white solid (1.36 gm, 90%) which was used without further purification. After completion of the reaction (monitored by TLC) the solvent was removed under vacuum to get a white solid as a crude product The crude product was washed with ethyl acetate repeatedly dried well

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

実験手順: 1-Boc-3-azetidinone (1) (2.0 gm, 11.68 mmol) was dissolved in dry THF (20 ml) under nitrogen and cooled to 0° C. Then the solution was added 2.0 M solution of Benzyl magnesium bromide (2) in THF (8.76 ml, 17.52 mmol) under nitrogen atmosphere. The reaction mixture was then allowed to warm to room temperature and stirred for 1 h. The reaction completion was monitored by TLC. The reaction was quenched by the addition of saturated ammonium chloride solution and extracted ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. Crude product was then purified by column chromatography to give compound 3 (2.15 gm, 70%). 1H NMR (400 MHz, DMSOd6) δ: 1.40 (s, 9H), 2.25 (s, 2H), 4.00 (d, 2H), 4.35 (d, 2H), 6.05 (s, 1H), 7.18 (m, 3H), 7.25 (d, 2H); MS: m/z 263.90 (M+1)+. to warm to room temperature The reaction was quenched by the addition of saturated ammonium chloride solution extracted ethyl acetate The organic layer was dried over anhydrous sodium sulfate filtered concentrated under vacuum Crude product was then purified by column chromatography

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

実験手順: tert-butyl 3-benzyl-3-hydroxyazetidine-1-carboxylate 3 (2.0 gm, 7.59 mmol) was taken into a round bottomed flask and was added methanolic-HCl (25 mL, 20%) and was stirred for 3 h at room temperature. After completion of the reaction (monitored by TLC), the solvent was removed under vacuum to get a white solid as a crude product. The crude product was washed with ethyl acetate repeatedly and then dried well to obtain compound 4 as a white solid (1.36 gm, 90%) which was used without further purification. After completion of the reaction (monitored by TLC) the solvent was removed under vacuum to get a white solid as a crude product The crude product was washed with ethyl acetate repeatedly dried well

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

実験手順: 1-Boc-3-azetidinone (1) (2.0 gm, 11.68 mmol) was dissolved in dry THF (20 ml) under nitrogen and cooled to 0° C. Then the solution was added 2.0 M solution of Benzyl magnesium bromide (2) in THF (8.76 ml, 17.52 mmol) under nitrogen atmosphere. The reaction mixture was then allowed to warm to room temperature and stirred for 1 h. The reaction completion was monitored by TLC. The reaction was quenched by the addition of saturated ammonium chloride solution and extracted ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. Crude product was then purified by column chromatography to give compound 3 (2.15 gm, 70%). 1H NMR (400 MHz, DMSOd6) δ: 1.40 (s, 9H), 2.25 (s, 2H), 4.00 (d, 2H), 4.35 (d, 2H), 6.05 (s, 1H), 7.18 (m, 3H), 7.25 (d, 2H); MS: m/z 263.90 (M+1)+. to warm to room temperature The reaction was quenched by the addition of saturated ammonium chloride solution extracted ethyl acetate The organic layer was dried over anhydrous sodium sulfate filtered concentrated under vacuum Crude product was then purified by column chromatography