Atrolactic acid → (S)-Atrolactic acid

HRID 414884

반응식

HRID 414884 반응식
[C:1]1([C:7]([CH3:12])([OH:11])[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(NCC(O)=O)C=CC=CC=1.ClC1C=CC=CC=1C(O)C(O)=O>>[C:1]1([C@:7]([CH3:12])([OH:11])[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 3

HCID 1303Atrolactic acidHCID 66025N-PhenylglycineHCID 977202-Chloromandelic acid

생성물 1

HCID 445144(S)-Atrolactic acid

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-ee20bc89dbaf4b38ba1e84067751c95b
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088613B2

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