反应详情

To a −78° C. solution in THF (6 mL) of N-tert-butoxycarbonyl-(R)-(−)thiazolidine-4-carboxylic acid-N-methoxy-N-methyl amide (550 mg, 2.0 mmol) was added lithium aluminum hydride (1.0 M in THF, 3.0 mL, 3.0 mmol) and the reaction mixture was stirred for 2.5 hours. The reaction was quenched with 10% aqueous citric acid (30 mL) and warmed to ambient temperature. The mixture was warmed to ambient temperature and extracted with ether (3×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to give N-tert-butoxycarbonyl-(R)-(−)thiazolidine-4-carboxaldehyde (440 mg) which was used without further purification.

1. customThe reaction was quenched with 10% aqueous citric acid (30 mL)
2. temperatureThe mixture was warmed to ambient temperature
3. extractionextracted with ether (3×)
4. washThe combined organic extracts were washed with brine
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated in vacuo