反应 #56586

反应方程式

Triethylamine

ampicillin

z,z,z-octadeca-6,9,12-trienoic acid

THF hexane

→

6-[(aminophenylacetyl) amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid z,z,z-octadeca-6,9,12-trienamide

溶剂

hexane

DMF

Water

反应条件

后处理

1. 1
   温度while maintaining
2. 2
   其他the reaction at 0-10° C
3. 3
   其他had reacted
4. 4
   workup.STIRRINGthe contents stirred
5. 5
   萃取extracted with ethyl acetate
6. 6
   洗涤The extract was washed with water
7. 7
   干燥dried (sodium sulfate)
8. 8
   浓缩concentrated to dryness
9. 9
   其他leaving the crude product as a yellow glass

实验过程

Triethylamine (0.3 ml) was added to a stirred suspension of ampicillin (0.7 g) in anhydrous DMF (120 ml) under a nitrogen atmosphere. To the resultant clear solution was added z,z,z-octadeca-6,9,12-trienoic acid, N-hydroxysuccinimide ester (0.75 g) while maintaining the reaction at 0-10° C. The reaction was stirred at this temperature for an additional hour before allowing the mixture to stand at room temperature overnight. Tlc analysis (40% THF/hexane) at this point indicated that most of the succinimide ester had reacted. Water (40 ml) was added to the reaction flask and the contents stirred. The solution was then neutralised and extracted with ethyl acetate. The extract was washed with water, dried (sodium sulfate) and concentrated to dryness leaving the crude product as a yellow glass. Trituration with hexane yielded 6-[(aminophenylacetyl) amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid-z,z,z-octadeca-6,9,12-trienamide as a yellow powder.

来源