[Si]([N:8]1[C:11](=[O:12])[C@H:10]([N:13]=[N+:14]=[N-:15])[C@H:9]1[C:16]([OH:18])=[O:17])(C(C)(C)C)(C)C.Cl.[OH-].[Na+]>CO.CN(C=O)C>[N:13]([C@H:10]1[C:11](=[O:12])[NH:8][C@@H:9]1[C:16]([OH:18])=[O:17])=[N+:14]=[N-:15]In 39 ml of methanol was dissolved 1.78 g of compound (23) and 9.85 ml of 1N hydrochloric acid was added to the solution. The mixture was stirred for 1.75 hours at room temperature. The reaction mixture was cooled to 0° C. and 9.85 ml of 1N sodium hydroxide was added thereto. The mixture was concentrated to dryness under reduced pressure to obtain an oil. The oil was dissolved in 10 ml of DMF and 3A molecular sieve was added thereto. After the mixture was allowed to stand overnight, the solvent was removed by distillation under reduced pressure to obtain (2S,3R)-3-azido-4-oxo-2-azetidinecarboxylic acid (24). This compound was used in the following Example 7 as it was.
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