51536-25-5Relevant articles and documents
An efficient new synthesis of racemic cetiedil and a novel route to α-ketocarboxylic acids utilising mild conditions
Roxburgh, Craig J.,Ganellin, C. Robin,Thorpe, Andrew J.
, p. 1211 - 1214 (2008/02/07)
We describe a new efficient synthesis of the prescribed racemic drug cetiedil [(±)-2-cyclohexyl-2-(3-thienyl)ethanoic acid 2-(hexahydro-1H-azepin-1-yl)ethylester], Additionally, we report herein a high yielding large scale, route to its acid precursor 7, subsequently enabling large-scale synthesis of the chiral forms of cetiedil, and detailed pharmacological investigations. Additionally, we describe a novel route to α-ketocarboxylic acids, starting from readily available or easily obtainable aldehydes: The mild conditions utilised opens up its applicability for use on molecules of biological interest. Georg Thieme Verlag Stuttgart.
Process for preparing 3-thienyl-acetate derivatives
-
, (2008/06/13)
3-Thienyl-acetate derivatives of the general formula: STR1 wherein R1 represents an alkyl, a cycloalkyl or an aralkyl radical, R2 represents hydrogen or R1 and R2, when they are taken together to form a cyclic group with the carbon atom to which they are attached, represent a polymethylene radical having from 2 to 5 carbon atoms, are prepared from a mixture consituted by a compound of the formula: STR2 wherein R3 has the meaning given above and an organic halide of the formula: wherein X represents fluorine, chlorine, bromine or iodine and R4 represents an alkyl, cycloalkyl or aralkyl radical or --CH2 (CH2)n X in which n is an integer in the range of from 1 to 4 inclusive and X has the meaning given above, which mixture is added to an alkali metal hydride in dimethylformamide, at a temperature between -20° C. and -5° C., and allowed to react, in one step, at a temperature between -20° C. and -5° C. The 3-thienyl-acetate derivatives of formula I are useful as intermediate products for preparing pharmacologically active compounds.
