Hydrochloric Acid → (S)-3-Amino-N-(methylsulfonyl)-2-oxo-1-azetidinecarboxamide

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Reaction Steps

(S)-N-(Methylsulfonyl)-2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-1-azetidinecarboxamide (2.20 g; see example 5) was stirred with 90 ml of methanol under nitrogen at 40° to 45° C. until solution occurs. The solutions was quickly cooled to room temperature and hydrogenated at one atmosphere in the presence of 1.1 g of 10% palladium on charcoal for twenty minutes. Water (20 ml) was added, and the pH was adjusted to 2.0 (1N hydrochloric acid). The product, which was absorbed on the catalyst, was collected by filtration, using Whatman #50 paper, and suspended in 25 ml of water. The pH was adjusted to 2.0 (1N hydrochloric acid), and the mixture was stirred for twenty-five minutes and filtered through Whatman #50 paper. Evaporation of the filtrate provided 611 mg of crystalline product, melting point 180° C., dec.

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