Sodium Acetate → HCID 131713454, compound

HRID 1904124Notes

Reaction equation

HRID 1904124 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH2:7][S:8][C@@H:9]2[CH:16]([NH:17][C:18](=[O:34])[C:19]([C:28]3[N:29]=[C:30]([NH2:33])[S:31][CH:32]=3)=[N:20][O:21][CH:22]3[CH2:26][CH2:25][O:24][C:23]3=[O:27])[C:15](=[O:35])[N:10]2[C:11]=1[C:12]([OH:14])=[O:13])(=[O:3])[CH3:2].C([O-])(=O)C.[Na+:40]>CO>[C:1]([O:4][CH2:5][C:6]1[CH2:7][S:8][C@@H:9]2[CH:16]([NH:17][C:18](=[O:34])[C:19]([C:28]3[N:29]=[C:30]([NH2:33])[S:31][CH:32]=3)=[N:20][O:21][CH:22]3[CH2:26][CH2:25][O:24][C:23]3=[O:27])[C:15](=[O:35])[N:10]2[C:11]=1[C:12]([O-:14])=[O:13])(=[O:3])[CH3:2].[Na+:40]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 131713455HCID 131713455, compound

Product 1

HCID 131713454HCID 131713454, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 0.283 g of the product of Example 8, 1 ml of 1 M sodium acetate in methanol and 1 ml of methanol was treated with 30 g of activated carbon and the mixture was filtered. The filter was rinsed 3 times with methanol and the filtrate was evaporated under reduced pressure at a temperature less than 30° C. to a volume of 1 ml. The solution was diluted with 10 ml of ethanol at 100° C. and was vacuum filtered. The mixture was rinsed with 100° C. ethanol and then with ether to obtain 0.165 g of the syn isomer of sodium 3-acetoxymethyl-7-[2-(2-amino-4-thiazolyl)-2-(2-oxo-3-tetrahydrofuranyloxyimino)-acetamido]-ceph-3-eme-4-carboxylate.

Workup

  1. filtrationthe mixture was filtered
  2. washThe filter was rinsed 3 times with methanol
  3. customthe filtrate was evaporated under reduced pressure at a temperature less than 30° C. to a volume of 1 ml
  4. additionThe solution was diluted with 10 ml of ethanol at 100° C.
  5. filtrationfiltered
  6. washThe mixture was rinsed with 100° C. ethanol

Sources & evidence

ORD record
ord-8faeef41c33340f7a2f5f2590cd79526
Source dataset
uspto-grants-1984_03
Patent number
US04439433

Reaction notes

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