8-Methoxypsoralen → Psoralen

HRID 359309Notes

Reaction equation

HRID 359309 reaction equation
CO[C:3]1[C:11]2[O:12][C:13]([CH:15]=[CH:16][C:10]=2[CH:9]=[C:5]2[CH:6]=[CH:7][O:8][C:4]=12)=[O:14].O=C1O[C@H]([C@H](CO)O)C([O-])=C1O>O>[CH:6]1[C:5]2=[CH:9][C:10]3[CH:16]=[CH:15][C:13](=[O:14])[O:12][C:11]=3[CH:3]=[C:4]2[O:8][CH:7]=1

Participants

4

Reactant 2

HCID 41148-MethoxypsoralenHCID 178519208HCID 178519208, compound2×

Product 1

HCID 6199Psoralen

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

One hundred ml of CDV is pipetted into a sterile container. One ml of 8-methoxypsoralen (8-MOP, 10mg/ml in dimethyl sulfoxide) and one ml of ascorbate stock solution (1M ascorbate in sterile deionized H2O) are added to the container. The mixture is incubated 15 minutes in a 37° C. water bath. After incubation the mixture is transferred to another sterile vessel and allowed to equilibrate in an argon atmosphere for 5 minutes. After equilibration the mixture is placed under a long wavelength ultraviolet light source at a temperature of 10° C. for 2 hours. The incident light intensity is approximately 15 mW/cm2.

Workup

  1. customAfter incubation the mixture is transferred to another sterile vessel
  2. waitto equilibrate in an argon atmosphere for 5 minutes
  3. waitAfter equilibration the mixture is placed under a long wavelength ultraviolet light source at a temperature of 10° C. for 2 hours

Sources & evidence

ORD record
ord-81cbc2e450b3455da2e715772db79477
Source dataset
uspto-grants-1991_03
Patent number
US05000951

Reaction notes

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