反应详情

温度

-20 °C

3-Amino-3-methoxy-2-oxo-1-azetidinesulfonic acid tetrabutylammonium salt (202 mgs; see Example 74A) is dissolved in 20 ml of dry acetonitrile. To the well stirred solution at -20° C. under dry nitrogen are added dry pyridine (167 μl) and α-azidophenylacetyl chloride (96 μl). After 20 minutes, 0.5M pH 5.5 monobasic potassium phosphate buffer (12 ml) is added and the acetonitrile removed in vacuo. The aqueous residue is extracted three times with methylene chloride. The extract is dried over anhydrous sodium sulfate and evaporated in vacuo to give 281 mg of crude product as a gum. This is purified by chromatography through a column of silica gel (30 g) using methylene chloride and mixtures of methylene chloride-methanol up to 6% methanol, and yielding 231 mg of the title compound.

1. customthe acetonitrile removed in vacuo
2. extractionThe aqueous residue is extracted three times with methylene chloride
3. dry with materialThe extract is dried over anhydrous sodium sulfate
4. customevaporated in vacuo
5. customto give 281 mg of crude product as a gum
6. customThis is purified by chromatography through a column of silica gel (30 g)