Reacción #828722

ord-aed5c2e0b35a4904acac7058a7542f8a

Ecuación de reacción

CO.[O-][Cl+3]([O-])([O-])O
methanol perchloric acid
N[C@H](CCc1ccccc1)C(=O)O
D-homophenylalanine
CO.[O-][Cl+3]([O-])([O-])O
methanol perchloric acid
O=P([O-])([O-])[O-]
phosphate
COC(=O)C(N)CCc1ccccc1
DL-homophenylalanine methyl ester

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas also added
  2. 2
    Otroto react at 30° C

Procedimiento

In Example 30, a 20 g/l solution of DL-homophenylalanine methyl ester was prepared in a 0.2M phosphate buffer (pH 7.0). Then 10 g/l of a porcine pancreas lipase Sigma 3126 was also added. The mixture was caused to react at 30° C. The reaction conversion was measured by HPLC using an RP-18 column with a mobile phase consisting of 40:60 methanol/perchloric acid (pH 1.7) at an elution rate of 0.6 ml/min. The concentration of the eluent was detected at a wavelength of 215 nm. The optical purity of the product was measured using the CR(+) column with a mobile phase containing 15:85 methanol/perchloric acid (pH 1.7), at an elution rate of 0.7 ml/min. The concentration of the eluent was detected at the same wavelength of 215 nm. After 120 minutes, the reaction conversion was measured to be at 61.5%, and the e.e. value for the D-homophenylalanine and its methyl ester was measured to be 94.4%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05552318uspto-grants-1996_09