反应 #348331

反应方程式

(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

收率 34.4%

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

收率 34.4%

溶剂

反应条件

后处理

1. 1
   workup.WAITleft for 10 mins
2. 2
   萃取and extracted with ethyl acetate
3. 3
   萃取The ethyl acetate layer was back extracted with 0.1 M sodium bicarbonate which
4. 4
   萃取re-extracted with ethyl acetate
5. 5
   其他This extract was dried under reduced pressure
6. 6
   其他the solid triturated with diethyl ether

实验过程

(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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