Реакция #8546

ord-636e813181f848728e478a98a7f62007

Уравнение реакции

COC(=O)C(C)Nc1ccc(F)c(F)c1F
Methyl 2-(2,3,4-trifluoroanilino)propionate
COC(=O)[C@@H](C)Nc1ccc(F)c(F)c1F
methyl (2R)-2-(2,3,4-trifluoroanilino)propionate
C[C@H](Nc1ccc(F)c(F)c1F)C(=O)O
title compound
Выход 47.9%
C[C@H](Nc1ccc(F)c(F)c1F)C(=O)O
(2S)-2-(2,3,4-Trifluoroanilino)propionic acid
Выход 47.9%

Растворители

Условия реакции

Температура
30°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONThen the above-described liquid culture (10 ml) was added
  2. 2
    workup.STIRRINGThe mixture was stirred for additional 16 hours

Методика

Microbial cells (IFO-1575; Zygoascus hellenicus) were cultured in an MY medium (pH 6.0; 50 ml) at 30° C. for 48 hours. Methyl 2-(2,3,4-trifluoroanilino)propionate (1.0 g) was suspended in a 0.1 M phosphate buffer solution (pH 6.5; 90 ml). Then the above-described liquid culture (10 ml) was added thereto and gently stirred. The mixture was stirred for additional 16 hours while maintaining at 30° C. Then it was treated as in Example 43 to thereby give methyl (2R)-2-(2,3,4-trifluoroanilino)propionate (0.39 g, optical purity 91% ee) and the title compound (0.45 g, optical purity 84% ee).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07087778B2uspto-grants-2006_08