2708-77-2Relevant articles and documents
Chemistry of 4-fluoroglutamic acid. Part 2. Separation of the diastereomers on a large scale. Preparation of cis- and trans-4-fluoro-5-pyrrolidone-2-carboxylic acids (4-fluoropyroglutamic acids)
Tolman, V.,Vlasakova, V.,Nemecek, J.
, p. 185 - 191 (2007/10/02)
Separation of the 4-fluoroglutamic acid diastereomers has been achieved by crystalization of the hydrochlorides of their dialkyl esters 1b and 2d.Subsesquent hydrolysis afforded the diastereomers 1a and 2a in 100percent steric purity.Conversion of the acids into the 5-methyl esters followed by treatment with ammonia gives rise to the trans and cis isomers of 4-fluoro-5-pyrrolidine-2-carboxylic acid, 3 and 4.NMR data are given.
Chemistry of 4-fluoroglutamic acid. Part 1. A critical survey of its syntheses: an attempt to optimize reaction conditions for large-scale preparation
Tolman, V.
, p. 179 - 183 (2007/10/02)
Synthetic methods for the preparation of 4-fluoroglutamic acid (1) are reviewed.The utility of every method for routine laboratory work is evaluated with respect to the accessibility of starting materials and reagents, the overall yields and also from the viewpoint of safety.Optimum reaction conditions are given for the selected pathway, suitable for large-scale synthesis.