反应详情

644 g of N-acetyl-4-azido-L-proline ethyl ester dissolved in 700 ml of ethanol was added dropwise to a suspension of 2.5 L of ethanol and 162 g of sodium borohydride at not higher than 10° C. while cooling. After overnight reaction, 35% hydrochloric acid (594 g) was added dropwise to the above mixture at not higher than 20° C. while cooling, and the solution was neutralized with sodium bicarbonate (24 g). After filtration, the solution was concentrated under reduced pressure while the solvent was substituted with 1.3 L of isopropyl alcohol, thereby to obtain 534 g of (2S,4S)-N-acetyl-4-azido-2-hydroxymethylpyrrolidine as an oil.

1. temperaturewhile cooling
2. additionwas added dropwise to the above mixture at not higher than 20° C.
3. temperaturewhile cooling
4. filtrationAfter filtration
5. concentrationthe solution was concentrated under reduced pressure while the solvent