反应详情

The solution of 0.600 g of tert-butyl (3(S)-{[2-(3-methoxypropoxy)benzoylamino]methyl}-4-methyl-1(S)—(R)-oxiranylpentyl)carbamate (Example 1b) in 12 ml of methanol is admixed with 0.208 g of sodium azide and 0.123 g of ammonium chloride, and stirred at reflux over 6 hours. The reaction solution is cooled, poured onto ice-water and extracted with tert-butyl methyl ether (2×). The combined organic phases are washed with water and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F) as a colourless oil. Rf=0.37 (2:1 EtOAc-heptane); Rt=18.95 (gradient II).

1. temperatureat reflux over 6 hours
2. temperatureThe reaction solution is cooled
3. additionpoured onto ice-water
4. extractionextracted with tert-butyl methyl ether (2×)
5. washThe combined organic phases are washed with water and brine
6. dry with materialdried over sodium sulphate
7. concentrationconcentrated by evaporation