Ethyl Acetate → Tenofovir Disoproxil

HRID 554466Notes

Reaction equation

HRID 554466 reaction equation
[CH3:1][C@@H:2]([O:14][CH2:15][P:16]([O:27][CH2:28][O:29][C:30]([O:32][CH:33]([CH3:35])[CH3:34])=[O:31])([O:18][CH2:19][O:20][C:21]([O:23][CH:24]([CH3:26])[CH3:25])=[O:22])=[O:17])[CH2:3][N:4]1[C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH2:13])[C:7]=2[N:6]=[CH:5]1.C(/C(O)=O)=C\C(O)=O.C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>O>[CH3:1][C@@H:2]([O:14][CH2:15][P:16]([O:18][CH2:19][O:20][C:21]([O:23][CH:24]([CH3:26])[CH3:25])=[O:22])([O:27][CH2:28][O:29][C:30]([O:32][CH:33]([CH3:34])[CH3:35])=[O:31])=[O:17])[CH2:3][N:4]1[C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH2:13])[C:7]=2[N:6]=[CH:5]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 6398764Tenofovir Disoproxil Fumarate

Product 1

HCID 5481350Tenofovir Disoproxil

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Tenofovir disoproxil fumarate (100 gms, 0.1574 moles) is suspended in DM water (500 ml) and ethyl acetate (500 ml) at 25-35° C. and adjusted pH to neutral with saturated Sodium bicarbonate solution. Reaction mixture is settled and the separated ethyl acetate layer is evaporated under vacuum below 45° C. to get Tenofovir disoproxil as residue.

Workup

  1. customat 25-35° C.
  2. customReaction mixture
  3. customthe separated ethyl acetate layer is evaporated under vacuum below 45° C.

Sources & evidence

ORD record
ord-9549087e0951430caff50047e7af3f9e
Source dataset
uspto-grants-2011_11
Patent number
US08049009B2

Reaction notes

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