Reaktion #502066

ord-ee20bc89dbaf4b38ba1e84067751c95b

Reaktionsgleichung

CC(O)(C(=O)O)c1ccccc1
phenyllactic acid
O=C(O)CNc1ccccc1
phenylglycine
O=C(O)C(O)c1ccccc1Cl
2-chloromandelic acid
C[C@@](O)(C(=O)O)c1ccccc1
(S)-phenyllactic Acid

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenHowever, in this case, adjustment of the solvent concentration in the nonchiral HPLC method
  2. 2
    SonstigeRepresentative nonchiral chromatograms of the product (1.9 min) and cyanohydrin substrate (3.7 min)
  3. 3
    Sonstigeat 6 min.

Vorschrift

The analysis of phenyllactic acid was initially plagued with the same problems discussed for phenylglycine and 2-chloromandelic acid. However, in this case, adjustment of the solvent concentration in the nonchiral HPLC method led to a shift in the retention time of the acid, so that it no longer coeluted with the cell lysate peak. Following this, no problems were encountered with either the nonchiral or chiral methods. Representative nonchiral chromatograms of the product (1.9 min) and cyanohydrin substrate (3.7 min) are shown in FIG. 8A, while the chiral analysis of the acid is shown in FIG. 8B, with the L-enantiomer eluting at 2 min and the opposite enantiomer at 6 min.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08088613B2uspto-grants-2012_01