反応 #432812

反応方程式

3-amino-2-[2-(2-furanyl)ethyl]-4-oxo-1-azetidine acetic acid, methyl ester oxalate

methyl phenylacetate

potassium phosphate

penicillin G

→

title compound

収率 42.2%

(2R,3S)-3-Phenylacetylamino-2-[(2-furanyl)ethyl]-4-oxo-1-azetidine acetic acid, methyl ester

収率 42.2%

溶媒

H2O

反応条件

後処理

1. 1
   抽出The reaction mixture was then extracted two times with ethyl acetate
2. 2
   乾燥dried over anhydrous sodium sulfate
3. 3
   その他The ethyl acetate portion was evaporated to dryness in vacuo
4. 4
   その他the residue was purified by column chromatography
5. 5
   洗浄eluted with toluene/ethyl acetate (50/50)

実験手順

A 100 mg sample of cis(racemic at 2 and 3 position) 3-amino-2-[2-(2-furanyl)ethyl]-4-oxo-1-azetidine acetic acid, methyl ester oxalate and 121 mg of methyl phenylacetate was added to 0.1 M potassium phosphate buffer(100ml) at pH=6.0, and the temperature maintained at 28° C. Milli-Q™ H2O washed Sclavo penicillin G amidase (0.035 I.U./%mole of substrate; 0.100 I.U./mg of substrate) was added and the reaction allowed to proceed overnight. The reaction mixture was then extracted two times with ethyl acetate and dried over anhydrous sodium sulfate. The ethyl acetate portion was evaporated to dryness in vacuo and the residue was purified by column chromatography using a Kiesegel 60™ column eluted with toluene/ethyl acetate (50/50), to obtain 45.7 mg (42.2% yield) of the title compound.

出典