Reaktion #460048

Reaktionsgleichung

diphenylmethyl 7-(2-thienylacetamido)-3-(α-acetyloxybenzyl)-2-cephem-4-carboxylate

isopropanol

m-chloroperbenzoic acid

isopropanol

→

diphenylmethyl 7-(2-thienylacetamido)-3-(α-acetyloxybenzyl)-3-cephem-4-carboxylate

Ausbeute 89.0%

Lösungsmittel

methylene chloride

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with aqueous sodium hydrogen carbonate and water
2. 2
   Trocknendried over sodium sulfate
3. 3
   Sonstigeevaporated

Vorschrift

To a solution of stereoisomer A of diphenylmethyl 7-(2-thienylacetamido)-3-(α-acetyloxybenzyl)-2-cephem-4-carboxylate (468 mg) in a mixture (10 ml) of methylene chloride and isopropanol (1:1) is added a solution of 80% m-chloroperbenzoic acid (205 mg) in a mixture (2 ml) of methylene chloride and isopropanol (1:1) at 0° C. After 30 minutes, the reaction mixture is diluted with methylene chloride (120 ml), washed with aqueous sodium hydrogen carbonate and water, dried over sodium sulfate, and evaporated. From the residue are obtained the crystalline 1β-oxide and 1α-oxide of the stereoisomer A of diphenylmethyl 7-(2-thienylacetamido)-3-(α-acetyloxybenzyl)-3-cephem-4-carboxylate.

Quelle