HCID 131710054, compound → HCID 131710053, compound

HRID 1578891Notes

Reaction equation

HRID 1578891 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][C:8]1[CH2:9][S:10][C@@H:11]2[CH:22]([NH:23][C:24](=[O:31])[CH2:25][C:26]3[S:27][CH:28]=[CH:29][CH:30]=3)[C:21](=[O:32])[N:12]2[C:13]=1[C:14]([O:16]C(C)(C)C)=[O:15]>FC(F)(F)C(O)=O>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][C:8]1[CH2:9][S:10][C@@H:11]2[CH:22]([NH:23][C:24](=[O:31])[CH2:25][C:26]3[S:27][CH:28]=[CH:29][CH:30]=3)[C:21](=[O:32])[N:12]2[C:13]=1[C:14]([OH:16])=[O:15]

Participants

3

Reactant 1

HCID 131710054HCID 131710054, compound

Product 1

HCID 131710053HCID 131710053, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The cephem ester (XX) (28 mg) was dissolved in trifluoroacetic acid (0.8 ml) and allowed to stand at room temperature for 30 min. The reaction mixture was evaporated azeotropically from dry benzene to give the acid (XXII) as a glass (25 mg) νmax (CHCl3) 1775, 1730-1750, 1675 cm-1The minimum inhibitory concentrations (MIC) of this compound against five typical Gram-positive bacteria are tabulated below:

Workup

  1. customThe reaction mixture was evaporated azeotropically from dry benzene

Sources & evidence

ORD record
ord-9cd2993c8ca243f789e1ae4735decb18
Source dataset
uspto-grants-1976_02
Patent number
US03939157

Reaction notes

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