Calcium;dibromide;dihydrate → 3-Methoxymethyl-7-phenoxyacetamido-3-cephem-4-carboxylic acid

HRID 1979788Notes

Reaction equation

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

Participants

Conditions

Temperature: 70 °C

Procedure

2 g of sodium 3-acetoxymethyl-7-phenoxyacetamido-3-cephem-4-carboxylate were dissolved in 20 ml of 50% v/v aqueous methanol, and 20 g of calcium bromide dihydrate were added to the resulting solution. The mixture was then stirred at 70° C. for 50 minutes, after which it was treated as described in Example 2, to give 1.55 g of 3-methoxymethyl-7-phenoxyacetamido-3-cephem-4-carboxylic acid, in the form of a yellow solid.

Workup

additionwere added to the resulting solution
additionafter which it was treated

Sources & evidence

ORD record: ord-303849b118ef4d16b74be8492ca26c26
Source dataset: uspto-grants-1984_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04482710

Reaction notes

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