Methanol → Methyl 3-iodo-alpha-methyl-D-phenylalaninate
Reaktionsgleichung
[I:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[CH2:5][C@:6]([CH3:11])([C:8]([OH:10])=[O:9])[NH2:7].S(Cl)(Cl)=O.[CH3:19]O>>[I:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[CH2:5][C@:6]([CH3:11])([C:8]([O:10][CH3:19])=[O:9])[NH2:7]Komponenten
4
Versuchsvorschrift
A solution of 3-iodo-α-methyl-D-phenylalanine (0.9 g) in MeOH (50 ml) was treated with thionyl chloride (3.5 ml) and the mixture was heated to reflux for 3 days. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc and washed with aqueous sodium bicarbonate, brine, dried (MgSO4) and evaporated to dryness to give the title compound (0.73 g) LCMS RT=2.12 min.
Aufarbeitung
- temperaturethe mixture was heated
- temperatureto reflux for 3 days
- customThe solvent was removed under reduced pressure
- dissolutionthe residue was dissolved in EtOAc
- washwashed with aqueous sodium bicarbonate, brine
- dry with materialdried (MgSO4)
- customevaporated to dryness
Quellen und Nachweise
- ORD-Eintrag
- ord-2645e9c24a324bbf91119a7507b19592
- Quelldatensatz
- uspto-grants-2006_12
- Patentnummer
- US07144908B2
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