Trifluoroacetic acid → HCID 70606824, compound

HRID 427047Notes

Reaction equation

HRID 427047 reaction equation
C([O:5][C:6]([C:8]1[N:13]2[C:14](=[O:26])[C@@H:15]([NH:16][C:17](=[O:25])[CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C@H:12]2[S:11][CH2:10][C:9]=1[CH2:27][F:28])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>>[F:28][CH2:27][C:9]1[CH2:10][S:11][C@@H:12]2[C@H:15]([NH:16][C:17](=[O:25])[CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:14](=[O:26])[N:13]2[C:8]=1[C:6]([OH:7])=[O:5]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70606502HCID 70606502, compound

Product 1

HCID 70606824HCID 70606824, compound

Procedure

A mixture of 45 mg of 3-fluoromethyl-7β-phenylacetylamino-ceph-3-em-4-carboxylic acid tert.-butyl ester and 2 ml of trifluoroacetic acid is left to stand for 30 minutes at room temperatur. The trifluoroacetic acid is then removed under reduced pressure and the residue is washed with acetone/ethyl ether mixture to give 3-fluoromethyl-7β-phenylacetylamino-ceph-3-em-4-carboxylic acid as an amorphous powder; thin layer chromatogram on silica gel (system: chloroform/methanol 1:1): Rf~0.50; ultraviolet absorption spectrum (ethanol): λmax : 259μ (ε=5300); infrared absorption spectrum (nujol): characteristic bands at 3.02μ; 5.60μ; 5.78μ; 6.06μ and 6.51μ.

Workup

  1. waitis left
  2. customThe trifluoroacetic acid is then removed under reduced pressure
  3. washthe residue is washed with acetone/ethyl ether mixture

Sources & evidence

ORD record
ord-0c889a3c3411492795fae27f6285d01a
Source dataset
uspto-grants-1979_10
Patent number
US04172832

Reaction notes

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