Cefoxitin → Cefoxitin Sodium

HRID 1444658Notes

Reaction equation

HRID 1444658 reaction equation
[CH3:1][O:2][C@@:3]1([NH:20][C:21]([CH2:23][C:24]2[S:28][CH:27]=[CH:26][CH:25]=2)=[O:22])[C:6](=[O:7])[N:5]2[C:8]([C:17]([OH:19])=[O:18])=[C:9]([CH2:12][O:13][C:14]([NH2:16])=[O:15])[CH2:10][S:11][C@H:4]12.C([O-])(=O)C(C)O.[Na+:35]>CC(C)=O>[CH3:1][O:2][C@@:3]1([NH:20][C:21]([CH2:23][C:24]2[S:28][CH:27]=[CH:26][CH:25]=2)=[O:22])[C:6](=[O:7])[N:5]2[C:8]([C:17]([O-:19])=[O:18])=[C:9]([CH2:12][O:13][C:14]([NH2:16])=[O:15])[CH2:10][S:11][C@H:4]12.[Na+:35]

Participants

4

Reactant 2

HCID 441199CefoxitinHCID 23666456Sodium Lactate

Product 1

HCID 23667300Cefoxitin Sodium

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To cefoxitin acid (11 g) in 12% aqueous acetone (88 ml), 60% aqueous sodium lactate (4.7 g) solution was added at 30° C. and stirred for 10 minutes, excess acetone was added (275 ml) to precipitate the product. The solid was filtered and dried under vacuum to yield the title compound in pure form (10 g)

Workup

  1. customto precipitate the product
  2. filtrationThe solid was filtered
  3. customdried under vacuum

Sources & evidence

ORD record
ord-6af5fe5ce64443cb9c4a8891a6e8d033
Source dataset
uspto-grants-2010_02
Patent number
US07662955B2

Reaction notes

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