Synthesis, chiral HPLC resolution and configuration assignment of 1-phenylglyceryl trinitrate stereomers.

Autor: Chegaev K; Dipartimento di Scienza e Tecnologia del Farmaco, Università degli Studi di Torino, Torino, Italy., Lazzarato L, Tron GC, Marabello D, Stilo AD, Cena C, Fruttero R, Gasco A, Vanthuyne N, Roussel C
Jazyk: angličtina
Zdroj: Chirality [Chirality] 2006 Jun; Vol. 18 (6), pp. 430-6.
DOI: 10.1002/chir.20278
Abstrakt: As an introductory study of in vitro vasodilating activity, the access to the four stereomers of 1-phenylglyceryl trinitrate is described using achiral and chiral chromatography. For semi-preparative separation of the enantiomers, a Chiralcel OD (250 x 10 mm, 10 microm) was used. Catalytic reduction leading to the corresponding stereomers of 1-phenylglycerol allowed absolute configuration assignments. The same methods were used for the separation and configuration assignment of the enantiomers of 3-phenylpropane-1,2-diyl dinitrate.
(Copyright 2006 Wiley-Liss, Inc.)
Databáze: MEDLINE