HCID 131710047, compound → (6R)-8-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

HRID 1578885Notes

Reaction equation

HRID 1578885 reaction equation
C([C:8]1[CH2:9][S:10][C@@H:11]2[CH:22](NC(=O)CC3SC=CC=3)[C:21](=[O:32])[N:12]2[C:13]=1[C:14]([O:16]C(C)(C)C)=[O:15])C1C=CC=CC=1>FC(F)(F)C(O)=O>[S:10]1[C@@H:11]2[CH2:22][C:21](=[O:32])[N:12]2[C:13]([C:14]([OH:16])=[O:15])=[CH:8][CH2:9]1

Participants

3

Reactant 1

HCID 131710047HCID 131710047, compound

Product 1

HCID 52921562(6R)-8-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

t-Butyl 3-benzyl-7-[2-(thienyl)acetamido]-3-cephem-4-carboxylate (IV) (44 mg) was dissolved in anhydrous trifluoroacetic acid (0.5 ml). After 1 hour at room temperature, the solvent was removed under reduced pressure, toluene was added and the mixture repeated. This was repeated twice more to give (VI) as a pale yellow foam.

Workup

  1. customthe solvent was removed under reduced pressure, toluene
  2. additionwas added

Sources & evidence

ORD record
ord-8ade2bff517d4857a6757c43fd16393a
Source dataset
uspto-grants-1976_02
Patent number
US03939157

Reaction notes

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