Potassium → Potassium

HRID 1632938Notes

Reaction equation

HRID 1632938 reaction equation
C(OC([NH:11][CH:12]1[CH2:15][N:14]([P:16](=[O:20])([O-:19])[O:17][CH3:18])[C:13]1=[O:21])=O)C1C=CC=CC=1.[K:22].[H][H]>C(O)C.[Pd]>[NH2:11][C@H:12]1[CH2:15][N:14]([P:16](=[O:19])([O-:20])[O:17][CH3:18])[C:13]1=[O:21].[K:22]

Participants

7

Reactant 3

HCID 5462222PotassiumHCID 86739707HCID 86739707, compoundHCID 178418361HCID 178418361, compound

Product 2

HCID 5462222PotassiumHCID 86739706HCID 86739706, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

3-Benzyloxycarbonylamino-2-oxo-1-azetidinylphosphonic acid, methyl ester, potassium salt (250 mg; see example 4) in ethanol (7 ml) was added to a pre-hydrogenated suspension of 10% palladium on charcoal (125 mg) in ethanol (3 ml). The mixture was vigorously stirred under a hydrogen atmosphere for 0.5 hour, the atmosphere was exchanged for fresh hydrogen, and stirring was continued for an additional 0.5 hour. The catalyst was then replaced and the mixture was stirred for another 15 minutes under hydrogen, filtered through Celite on a Millipore filter and solvent was removed in vacuo giving (S)-3-amino-2-oxo-1-azetidinylphosphonic acid, methyl ester, potassium salt.

Workup

  1. stirringstirring
  2. waitwas continued for an additional 0.5 hour
  3. stirringthe mixture was stirred for another 15 minutes under hydrogen
  4. filtrationfiltered through Celite on a Millipore
  5. filtrationfilter
  6. customsolvent was removed in vacuo

Sources & evidence

ORD record
ord-83a940db90ab4f81901cc7ab70970c0b
Source dataset
uspto-grants-1984_10
Patent number
US04478749

Reaction notes

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