반응 #56245

반응 방정식

3-acetoxymethyl-7-[2-(2-amino-4-thiazolyl)-2-methoxyimino-acetamido]-ceph-3-eme-4-carboxylic acid

water

sodium acetate

water

methanol

→

sodium 3-acetoxy-methyl-7-[2-(2-amino-4-thiazolyl)-2-methoxyimino-acetamido]-ceph-3-eme-4-carboxylate

수율 4.0%

반응 조건

후처리

1. 1
   기타The filtrate was recovered at 0° to 2° C. under nitrogen in a sterile container
2. 2
   세척the filter was rinsed twice with 25 ml of anhydrous pure methanol
3. 3
   기타held at 0° to 2° C. under nitrogen
4. 4
   기타precipitation over one hour
5. 5
   workup.STIRRINGwith stirring under nitrogen in 500 ml of ethanol containing 2% of water at 18°-20° C
6. 6
   workup.STIRRINGwith stirring under nitrogen for several hours
7. 7
   여과vacuum filtered
8. 8
   세척200 ml of ethanol containing 5% water and was then washed with 50 ml of ethanol containing 5% of water
9. 9
   기타to obtain a damp product which
10. 10
    기타was dried under reduced pressure at 20°-25° C.

실험 절차

108.7 g of the syn isomer of 3-acetoxymethyl-7-[2-(2-amino-4-thiazolyl)-2-methoxyimino-acetamido]-ceph-3-eme-4-carboxylic acid containing 8% ethanol and 0.5% water were added at 0° to 2° C. under a nitrogen atmosphere to a stirred solution of 21.6 g of anhydrous sodium acetate, 25 ml of dimineralized water and 175 ml of anhydrous pure methanol and the resulting solution was stirred at 0° to 2° C. under nitrogen and was then passed through a heat insulated sterile filter. The filtrate was recovered at 0° to 2° C. under nitrogen in a sterile container and the filter was rinsed twice with 25 ml of anhydrous pure methanol. The sterile solution held at 0° to 2° C. under nitrogen under went normal precipitation over one hour with stirring under nitrogen in 500 ml of ethanol containing 2% of water at 18°-20° C. The resulting suspension was held with stirring under nitrogen for several hours and was then vacuum filtered. The recovered product was empasted successively with 100 ml and then 200 ml of ethanol containing 5% water and was then washed with 50 ml of ethanol containing 5% of water to obtain a damp product which was dried under reduced pressure at 20°-25° C. to obtain 96.5 g of the cystalline D form of the syn isomer of sodium 3-acetoxy-methyl-7-[2-(2-amino-4-thiazolyl)-2-methoxyimino-acetamido]-ceph-3-eme-4-carboxylate containing 4% of water and ≃0.4% of ethanol. The infrared spectrum showed it was the D form.

출처