143086-93-5Relevant academic research and scientific papers
Synthesis and lipase-catalyzed resolution of 5-(hydroxymethyl)-1,3-dioxolan-4-ones: Masked glycerol analogs as potential building blocks for pharmaceuticals
Hof, Robert P.,Kellogg, Richard M.
, p. 3423 - 3427 (1996)
(Hydroxymethyl)-1,3-dioxolan-4-ones from mandelic and lactic acids and 1,5,5-trimethyl-3-phenyloxazolidin-2-one from mandelamide were α-alkylated using benzyl chloromethyl ether. Reductive debenzylation of the products of alkylation unmasked the hydroxymethyl groups. The compounds obtained in this fashion were subsequently subjected to lipase-catalyzed resolution in organic media. Depending on the lipase and substrate employed, enantiomeric ratios up to E = 200 were observed. The obtained optically pure compounds can be considered as masked 2-substituted glycerol equivalents, which could be used for the preparation of tertiary (aryloxy)propanolamines, compounds having potential β-blocking activity.
Photocyclisation of Phenylglyoxylamides as Inclusion Complexes with an Optically Active Host Derived from Tartaric Acid: Delicate Dependence on the Substituent of the Host and Glyoxylamide
Toda, Fumio,Miyamoto, Hisakazu,Matsukawa, Rikiya
, p. 1461 - 1462 (2007/10/02)
Optically active β-lactams and/or oxazolidinones have been obtained selectively by photoirradiation of a 1:2 inclusion complex of phenylglyoxylamide with an optically active host derived from tartaric acid.Delicate selectivity which is dependent on substituents in the phenylglyoxylamide and the host is described.
