HCID 131710042, compound → HCID 131710041, compound

HRID 1578880Notes

Reaction equation

HRID 1578880 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]2[CH2:10][S:11][C@@H:12]3[CH:23]([NH:24][C:25](=[O:32])[CH2:26][C:27]4[S:28][CH:29]=[CH:30][CH:31]=4)[C:22](=[O:33])[N:13]3[C:14]=2[C:15]([O:17]C(C)(C)C)=[O:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>FC(F)(F)C(O)=O>[C:1]1([CH2:7][CH2:8][C:9]2[CH2:10][S:11][C@@H:12]3[CH:23]([NH:24][C:25](=[O:32])[CH2:26][C:27]4[S:28][CH:29]=[CH:30][CH:31]=4)[C:22](=[O:33])[N:13]3[C:14]=2[C:15]([OH:17])=[O:16])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 131710042HCID 131710042, compound

Product 1

HCID 131710041HCID 131710041, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The cephem (XXIV) (29 mg) was dissolved in trifluoroacetic acid (0.5 ml) and the solution was stood at room temperature for 30 minutes. The solution was evaporated and the residual gum re-evaporated from dry benzene (4 × 1 ml). The residual gum was dissolved in dry ether and evaporated to give the desired cephem carboxylic acid (XXVI) as a dark yellow solid foam (24 mg, 94%). νmax (CHCl3) 1775 cm-1 (β-lactam); 1675 cm-1 (amide).

Workup

  1. customThe solution was evaporated
  2. customthe residual gum re-evaporated from dry benzene (4 × 1 ml)
  3. dissolutionThe residual gum was dissolved in dry ether
  4. customevaporated

Sources & evidence

ORD record
ord-2211e38119b0400eb1a01ce26249880d
Source dataset
uspto-grants-1976_02
Patent number
US03939157

Reaction notes

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