700-62-9Relevant academic research and scientific papers
A THEORETICAL AND CRYSTALLOGRAPHIC STUDY OF THE GEOMETRIES AND CONFORMATIONS OF FLUORO-OLEFINS AS PEPTIDE ANALOGUES
Abraham, R. J.,Ellison, S. L. R.,Schonholzler, P.,Thomas, W. A.
, p. 2101 - 2110 (1986)
The crystal structure of 2-cyclohexylidene-2-fluoroacetic acid (1) is reported.Geometry studies of related compounds using ab initio MO theory at the STO-3G level of approximation give structures in reasonable agreement with the structure of 1.
Fluoro-olefins as peptidomimetic inhibitors of dipeptidyl peptidases
Van Der Veken, Pieter,Senten, Kristel,Kertèsz, István,De Meester, Ingrid,Lambeir, Anne-Marie,Maes, Marie-Berthe,Scharpé, Simon,Haemers, Achiel,Augustyns, Koen
, p. 1768 - 1780 (2007/10/03)
The feasibility of the fluoro-olefin function as a peptidomimetic group in inhibitors for dipeptidyl peptidase IV and II (DPP IV and DPP II) is investigated by evaluation of N-substituted Gly-Ψ[CF=C]pyrrolidines, Gly-Ψ[CF=C]piperidines, and Gly-Ψ[CF=C](2-cyano)pyrrolidines. Of this later class, the (Z)- and (E)-fluoro-olefin analogues were prepared and chemical stability in comparison with the parent amide was checked. Most of these compounds exhibited a strong binding preference toward DPP II with IC 50 values in the low micromolar range, while only low DPP IV inhibitory potential is seen.
Preparation de composes carbonyles α,β-ethyleniques α-fluores
Blanco, Luis,Rousseau, Gerard
, p. 455 - 462 (2007/10/02)
A method of preparation of α-fluoro α,β-ethylenic carbonyl compounds is described.This method is based on the addition of chlorofluorocarbene, generated at -70 deg C by the action of potassium tertiobutylate on dichlorofluoromethane, to enoxysilanes and a subsequent rearragement of the adducts.With the ketene acetals, α-fluoro α,β-ethylenic esters (or acids) were obtained in high yield by heating the intermediate cyclopropanes in the mixture methanol-triethylamine or in toluene.In the case of trimethylsilyl enol ethers, α-fluoro α,β-ethylenic aldehydes or ketones were obtained in excellent yield after hydrolysis of the siloxycyclopropanes into cyclopropanols and heating of these latter in a non polar solvent in the presence of a tertiary amine.
