반응 #348331

반응 방정식

(6R,7R)-3-Hydroxymethyl-7-[2-(fur-2-yl)-2-methoxyiminoacetamido]ceph-3-em-4-carboxylic acid

ATP

carbamoyl phosphate

magnesium sulphate

hydrochloric acid

→

title compound

수율 34.4%

(6R,7R)-3-Carbamoyloxymethyl-7-[2(fur-2-yl)-2-methoxyiminoacetamido]ceph-3-em-4-carboxylic acid

수율 34.4%

용매

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후처리

1. 1
   workup.WAITleft for 10 mins
2. 2
   추출and extracted with ethyl acetate
3. 3
   추출The ethyl acetate layer was back extracted with 0.1 M sodium bicarbonate which
4. 4
   추출re-extracted with ethyl acetate
5. 5
   기타This extract was dried under reduced pressure
6. 6
   기타the solid triturated with diethyl ether

실험 절차

(6R,7R)-3-Hydroxymethyl-7-[2-(fur-2-yl)-2-methoxyiminoacetamido]ceph-3-em-4-carboxylic acid (syn isomer) (40 mg), ATP (300 mg), carbamoyl phosphate (150 mg), magnesium sulphate (20 mg) and manganese chloride (20 mg) were added to a portion of the 0-transcarbamoylase solution (50 ml) prepared in Example 8 and the final volume made up to 100 ml at a pH of 6.75. The mixture was incubated at 28° for 3 hours and was then acidified by addition of conc. hydrochloric acid (2.5 ml), left for 10 mins. and extracted with ethyl acetate. The ethyl acetate layer was back extracted with 0.1 M sodium bicarbonate which was then acidified and re-extracted with ethyl acetate. This extract was dried under reduced pressure and the solid triturated with diethyl ether to afford title compound (15.3 mg) as a dry powder, E1 cm1% 405 (273 nm). The n.m.r. spectrum resembled that of an authentic sample of title compound.

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