Cloruro de 3-fenilpropionilo, 98 %, Thermo Scientific Chemicals

Descripción

The 3-phenylpropionate (dihydrocinnamoyl) ester has been used as a protecting group in nucleoside synthesis. Used in the synthesis of 1-Phenyl-3-methyl-4-acyl-5- pyrazolones. N-(3-phenyl-n-propyl)-1-phenyl-2-aminopropane were prepared by acylation of the appropriate amine with 3-phenylpropionyl chloride followed by reduction of the resulting amide with either LiA1H4. For the preparation of the phenylacetyl (PA) and 3-phenylpropionyl (PP) derivatives, the corresponding amino acids were coupled in the usual manner with phenylacetyl chloride or 3-phenylpropionyl chloride in the presence of either NaOH(PA-LD- and DL-Pgly. 3-Phenylpropionyl chloride (4) was treated with diazomethane to give diazoketone. Allyloxy resin 12 was acylated with 3-phenylpropionyl chloride and treated with 50% TFA for 1 h followed by treatment with Pd(PPh3)4/PPh3 in solution to furnish the desired hydrox- amic acid.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Aplicaciones
El éster 3-fenilpropionato (dihidrocinnamoil) se ha utilizado como grupo protector en la síntesis de nucleósidos. Se ha empleado en la síntesis de 1-fenil-3-metil-4-acil-5-pirazolonas. Se preparó el N-(3-fenil-n-propil)-1-fenil-2-aminopropano por acilación de la amina apropiada con cloruro de 3-fenilpropionil seguido por la reducción de la amida resultante con LiA1H4. Para la preparación de los derivados de fenilacetil (PA) y 3-fenilpropionil (PP), los aminoácidos correspondientes se acoplaron de la manera habitual con el cloruro de fenilacetil o el cloruro de 3-fenilpropionilo en presencia de NaOH(PA-LD- y DL-Pgly. El cloruro de 3-fenilpropionilo (4) se trató con diazometano para producir la diazoketona. La resina de aliloxi 12 se aciló con el cloruro de 3-fenilpropionilo y se trató con un 50 % de TFA durante 1 h seguida de tratamiento con Pd(PPh3)4/PPh3 en solución para suministrar el ácido hidroxámico deseado.

Notas
Sensible a la humedad. Almacenar en un lugar fresco. Mantener el recipiente bien cerrado en un lugar seco y bien ventilado. Almacenar alejado de agentes oxidantes fuertes, aminas, alcoholes, metales activos, bases, agua y humedad.