Реакция #96130

Уравнение реакции

diphenylmethyl α-[3-phenoxymethyl-7-oxo-2,6-diaza-4-thiabicyclo[3,2,0]hept-2-en-6-yl]-α-(2-chloro-1-hydroxyethylidene)acetate

methanol

hydrochloric acid

→

diphenylmethyl 7-phenoxyacetamido-3-hydroxy-3-cephem-4-carboxylate

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Экстракцияis extracted with methylene chloride
2. 2
   ПромывкаThe extract solution is washed with 5% aqueous sodium hydrogen carbonate solution and water
3. 3
   Сушкаdried over sodium sulfate
4. 4
   Другоеevaporated
5. 5
   ДругоеPurification of the obtained residue by thin-layer chromatography
6. 6
   workup.ADDITIONa mixture of benzene and ethyl acetate (3:2)

Методика

To an ice cooled solution of diphenylmethyl α-[3-phenoxymethyl-7-oxo-2,6-diaza-4-thiabicyclo[3,2,0]hept-2-en-6-yl]-α-(2-chloro-1-hydroxyethylidene)acetate (36 mg) in a mixture of methanol and tetrahydrofuran (1:1) (1.1 ml) is added 1 N-hydrochloric acid (0.39 ml), warmed to the room temperature, and the mixture is stirred for 1.5 hours. The reaction mixture is poured into ice water, and is extracted with methylene chloride. The extract solution is washed with 5% aqueous sodium hydrogen carbonate solution and water, dried over sodium sulfate, and evaporated. Purification of the obtained residue by thin-layer chromatography using a mixture of benzene and ethyl acetate (3:2) gives diphenylmethyl 7-phenoxyacetamido-3-hydroxy-3-cephem-4-carboxylate (6 mg). m.p. 125°-126° C.

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