反应详情

To a 0° C. solution of (S)-2-(tert-butoxycarbonylamino)butanoic acid (1.00 g, 4.92 mmol) in THF (16.4 ml) was added iodomethane (2.45 ml, 39.4 mmol) followed by sodium hydride (60% w/w dispersion in mineral oil, 590 mg, 14.8 mmol), portionwise. The reaction was allowed to warm to rt and stirred for 18 h, then cooled to 0° C., quenched by the careful addition of H2O, and washed with Et20. The aqueous layer was acidified by the addition of 1 M aq. HCl and extracted with Et20. The combined organic layers were washed with sat. aq. NaCl, dried over Na2SO4, filtered, and concentrated to provide (S)-2-(tert-butoxycarbonyl(methyl)amino)butanoic acid (1.05 g, 98%) as a white solid. MS m/z 240 (MNa)+.

1. temperaturecooled to 0° C.
2. customquenched by the careful addition of H2O
3. washwashed with Et20
4. additionThe aqueous layer was acidified by the addition of 1 M aq. HCl
5. extractionextracted with Et20
6. washThe combined organic layers were washed with sat. aq. NaCl
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated