Potassium Carbonate → Potassium Clavulanate

HRID 1440477Notes

Reaction equation

HRID 1440477 reaction equation
[CH2:1]1[C:4](=[O:5])[N:3]2[C@@H:6]([C:12]([OH:14])=[O:13])/[C:7](/[O:11][C@H:2]12)=[CH:8]/[CH2:9][OH:10].C(=O)([O-])[O-].[K+:19].[K+]>>[CH2:1]1[C:4](=[O:5])[N:3]2[C@@H:6]([C:12]([O-:14])=[O:13])/[C:7](/[O:11][C@H:2]12)=[CH:8]/[CH2:9][OH:10].[K+:19]

Participants

3

Reactant 2

HCID 11430Potassium CarbonateHCID 5280980Clavulanic Acid

Product 1

HCID 23665591Potassium ClavulanateYield 91.9%

Procedure

The inclusion complex (100 g) of clavulanic acid with heptakis-(2,3,6-tri-O-acetyl)-β-CD, which was prepared in the same way as in Example 4, was suspended in a 3% aqueous potassium carbonate solution (200 ml), in which methyl-β-CD (53.6 g, 40.9 mmol) was dissolved. The suspension was stirred for 5 min at ambient temperature, the solid particles were filtered off and the filtrate was frozen in liquid nitrogen and then freeze-dried. There was obtained a yellowish microcrystalline inclusion complex (56.7 g, 91.9%) of potassium clavulanate with methyl-β-CD. The complex contained 14.9% of potassium clavulanate as it was determined by the HPLC method.

Workup

  1. dissolutionwas dissolved
  2. filtrationthe solid particles were filtered off
  3. temperaturethe filtrate was frozen in liquid nitrogen
  4. customfreeze-dried

Sources & evidence

ORD record
ord-420793dbd18342e6a9e379a92fdc8f4d
Source dataset
uspto-grants-1996_03
Patent number
US05498788

Reaction notes

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