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Merck

Straightforward synthesis of enantiopure (R)- and (S)-trifluoroalaninol.

Organic & biomolecular chemistry (2010-09-08)
Julien Pytkowicz, Olivier Stéphany, Sinisa Marinkovic, Sébastien Inagaki, Thierry Brigaud
RÉSUMÉ

Two efficient routes are reported for the synthesis of both enantiomers of trifluoroalaninol in enantiopure form. The first pathway involves a Strecker-type reaction performed from a chiral trifluoromethyloxazolidine (Fox). The second route, which is more direct, involves, as a key step, the reduction of chiral oxazolidines or imines derived from ethyl trifluoropyruvate.

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Sigma-Aldrich
(S)-(+)-2-Amino-1-propanol, 98%
Sigma-Aldrich
DL-Alaninol, 98%