Sodium Acetate → Sodium 7-[2-methoxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-ethynyl-3-cephem-4-carboxylate

HRID 64754Notes

Reaction equation

HRID 64754 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:22]1[N:23]=[C:24]([NH2:27])[S:25][CH:26]=1)[C:5]([NH:7][CH:8]1[C:20](=[O:21])[N:10]2[C:11]([C:17]([OH:19])=[O:18])=[C:12]([C:15]#[CH:16])[CH2:13][S:14][C@H:9]12)=[O:6].C([O-])(=O)C.[Na+:32]>O1CCCC1.CO>[CH3:1][O:2][N:3]=[C:4]([C:22]1[N:23]=[C:24]([NH2:27])[S:25][CH:26]=1)[C:5]([NH:7][CH:8]1[C:20](=[O:21])[N:10]2[C:11]([C:17]([O-:19])=[O:18])=[C:12]([C:15]#[CH:16])[CH2:13][S:14][C@H:9]12)=[O:6].[Na+:32]

Participants

5

Reactant 2

HCID 517045Sodium AcetateHCID 131714846HCID 131714846, compound

Product 1

HCID 131714848Sodium 7-[2-methoxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-ethynyl-3-cephem-4-carboxylateYield 100.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 7-[2-methoxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-ethynyl-3-cephem-4-carboxylic acid (syn isomer) (1.1 g) in tetrahydrofuran (22 ml) was added a solution of sodium acetate (0.234 g) in methanol (2.3 ml) at ambient temperature. After the mixture was stirred under ice-cooling for 30 minutes, the precipitates were collected by filtration to give sodium 7-[2-methoxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-ethynyl-3-cephem-4-carboxylate (syn isomer) (1.16 g).

Workup

  1. temperaturecooling for 30 minutes
  2. filtrationthe precipitates were collected by filtration

Sources & evidence

ORD record
ord-9e5628d8d0774636bde8dc2dd3d3a5f0
Source dataset
uspto-grants-1986_09
Patent number
US04609730

Reaction notes

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