Triethylamine → (S)-[1-[[[(4-Methylphenyl)sulfonyl]amino]-carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester, triethylammonium salt

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Reaction Steps

(S)-(2-Oxo-3-azetidinyl)carbamic acid, phenylmethyl ester (220 mgs) was dissolved in dry tetrahydrofuran (10 ml) and stirred well under nitrogen. Triethylamine (139 μl) was added, followed by p-toluenesulfonyl isocyanate (153 μl, 1 mmol). After 2 to 3 hours of stirring a crystalline material starts to precipitate out. After 2 hours of further stirring, the solid was removed by filtration, washed with a small volume of acetonitrile and dried in vacuo. Yield of the triethylamine salt is 332 mg, melting point 128°-130° C.

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