103774-92-1Relevant academic research and scientific papers
AN UNUSUAL HYDROXYL INVERSION MEDIATED BY DAST
Houge-Frydrych, Catherine S.V.,Pinto, Ivan L.
, p. 3349 - 3350 (1989)
Trans-3-hydroxy-4-(2-oxopyrrolidin-1-yl) benzopyrans have been shown to undergo inversion to cis-3-hydroxy-4-(2-oxopyrrolidin-1-yl) benzopyrans in moderate yield on treatment with diethylaminosulphur trifluoride (DAST).
Structural Modifications of the Potassium Channel Activator Cromakalim: The C-3 Position
Buckle, Derek R.,Houge-Frydrych, Catherine S. V.,Pinto, Ivan L.,Smith, David G.,Tedder, John M.
, p. 63 - 70 (2007/10/02)
The syntheses of a selection of C-3 analogues of 6-cyano-3,4-dihydro-2,2-dimethyl-4-(2-oxopyrrolidin-1-yl)-2H-1-benzopyran-3-ol, the potassium channel activator cromakalim 1, are described.Particular interest has focused on the corresponding 3-ketone 2 and compounds in which the hydroxy group of 1 has been replaced by fluorine, carbon and nitrogen containing residues.The hindered neopentylic nature of the C-3 hydroxy group in 1 has a marked effect on its reactivity and has necessitated the independent synthesis of many of these analogues from simpler precursors rather than from the direct modification of compound 1 itself.
