Sodium Acetate → HCID 131712390, compound

HRID 1154094Notes

Reaction equation

HRID 1154094 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:28][O:29][CH2:30][C:31]([OH:33])=[O:32])[C:8]([NH:10][CH:11]2[C:26](=[O:27])[N:13]3[C:14]([C:23]([OH:25])=[O:24])=[C:15]([CH2:18][O:19][C:20](=[O:22])[CH3:21])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.C([O-])(=O)C.[Na+:38]>CO>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:28][O:29][CH2:30][C:31]([OH:33])=[O:32])[C:8]([NH:10][CH:11]2[C:26](=[O:27])[N:13]3[C:14]([C:23]([O-:25])=[O:24])=[C:15]([CH2:18][O:19][C:20](=[O:22])[CH3:21])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+:38].[Na+:38].[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:28][O:29][CH2:30][C:31]([OH:33])=[O:32])[C:8]([NH:10][CH:11]2[C:26](=[O:27])[N:13]3[C:14]([C:23]([O-:25])=[O:24])=[C:15]([CH2:18][O:19][C:20](=[O:22])[CH3:21])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 131712391HCID 131712391, compound

Product 1

HCID 131712390HCID 131712390, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.224 g of the product of Example 4 in 1 ml of a methanolic solution of M sodium acetate and 2 ml of methanol was stirred and was vacuum filtered. The filter was rinsed with methanol and the filtrate was concentrated under reduced pressure to a volume of 1 ml. 5 ml of ethanol were added thereto to induce crystallization and the mixture was stirred at room temperature for 10 minutes and was vacuum filtered. The product was rinsed with ethanol and with ether and dried to obtain 200 mg of the syn isomer of disodium 7-[2-(2-amino-4-thiazolyl)-2-hydroxycarbonylmethyloxyimino-acetamido]-3-acetoxymethyl-ceph-3-eme-4-carboxylate with an Rf=0.3 (acetone with 10% water).

Workup

  1. filtrationfiltered
  2. washThe filter was rinsed with methanol
  3. concentrationthe filtrate was concentrated under reduced pressure to a volume of 1 ml
  4. addition5 ml of ethanol were added
  5. customcrystallization
  6. filtrationfiltered
  7. washThe product was rinsed with ethanol and with ether
  8. customdried

Sources & evidence

ORD record
ord-7814ea0fc1794c17807354dd2ce08cdc
Source dataset
uspto-grants-1984_12
Patent number
US04487937

Reaction notes

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