Trisodium Phosphate → Pseudoephedrine

HRID 2308164Notes

Reaction equation

HRID 2308164 reaction equation
O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.P([O-])([O-])([O-])=O.[Na+].[Na+].[Na+].Cl.[CH3:22][NH:23][CH:24]([CH3:33])[C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:26]>>[CH3:33][C@H:24]([NH:23][CH3:22])[C@@H:25]([OH:26])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Conditions

Temperature
30 °C

Procedure

Microbacterium arborescens IFO 3750 was inoculated to a medium (5 ml) containing 1% glucose, 0.5% peptone, and 0.3% yeast extract, and shake-culturing was carried out at 30° C. for 48 hours. After the cultured solution was centrifuged to give bacterial cells, the cells were placed into a test tube. To this was added 0.1 M sodium phosphate buffer (pH 7.0, 1 ml) and suspended. To this was added dl-2-methylamino-1-phenyl-1-propanone hydrochloride (1 mg) and reaction was allowed to take place under shaking at 30° C. for 24 hours. After the reaction, the reaction solution was centrifuged to remove the bacterial cells and the supernatant was subjected to HPLC to give optically active pseudoephedrine: μ Bondapakphenyl manufactured by Waters Inc.; diameter of 4 mm; length of 300 mm; eluent-0.05 M sodium phosphate buffer (containing 7% acetonitrile); pH 5.0; flow rate of 0.8 ml/min; and detection light wavelength at 220 nm.

Workup

  1. extractionextract
  2. customto give bacterial cells
  3. customthe cells were placed into a test tube
  4. additionTo this was added dl-
  5. customAfter the reaction
  6. customto remove the bacterial cells

Sources & evidence

ORD record
ord-cc316be7e5984aec8b65d05f1b0a3c26
Source dataset
uspto-grants-2004_12
Patent number
US06835559B2

Reaction notes

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