HCID 70527663, compound → HCID 70526347, compound

HRID 851600Notes

Reaction equation

HRID 851600 reaction equation
[CH3:1][CH:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[N:5]2[C:11](=[O:34])[CH:12]([NH:13][C:14](=[O:33])[CH:15]([C:24]3[CH:29]=[CH:28][C:27]([S:30]([CH3:32])=[O:31])=[CH:26][CH:25]=3)[NH:16]C(OC(C)(C)C)=O)[C@H:4]2[S:3]1>C(O)=O>[CH3:1][CH:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[N:5]2[C:11](=[O:34])[CH:12]([NH:13][C:14](=[O:33])[CH:15]([C:24]3[CH:29]=[CH:28][C:27]([S:30]([CH3:32])=[O:31])=[CH:26][CH:25]=3)[NH2:16])[C@H:4]2[S:3]1

Participants

3

Reactant 1

HCID 70527663HCID 70527663, compound

Product 1

HCID 70526347HCID 70526347, compoundYield 64.4%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of 2-methyl-7-[N-(tert.-butoxycarbonyl)-2-(4-methylsulfinylphenyl)glycyl]amino-3-cephem-4-carboxylic acid (2.9 g) in formic acid (7.5 ml) was stirred for 1 hour at room temperature under anhydrous condition. After the reaction was completed, the solvent was removed under reduced pressure from the reaction mixture, and the residue was dissolved in a small amount of water, after which acetonitrile was added to the solution, and the precipitated crystals were collected by filtration. The crystals were dissolved in water and the solution was lyophilized to give powdery 2-methyl-7-[2-(4-methylsulfinylphenyl)glycyl]amino-3-cephem-4-carboxylic acid (1.5 g), mp 178° to 180° C. (dec.). ##STR48##

Workup

  1. customthe solvent was removed under reduced pressure from the reaction mixture
  2. dissolutionthe residue was dissolved in a small amount of water
  3. additionafter which acetonitrile was added to the solution
  4. filtrationthe precipitated crystals were collected by filtration
  5. dissolutionThe crystals were dissolved in water

Sources & evidence

ORD record
ord-c26067171fd64218999b9ee9dc3c8488
Source dataset
uspto-grants-1983_05
Patent number
US04385176

Reaction notes

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