15441-11-9Relevant academic research and scientific papers
Method For Producing Azoniaspironortropine Esters And Nortropan-3-One Compounds
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Page/Page column 11, (2010/03/31)
The present technology relates to an improved one-stage method for producing azoniaspironortropine esters such as trospium chloride by reacting an endonortropine compound with an organic dihalogen compound and an a-hydroxycarboxylic acid in the presence of a base and 1,1′ carbonyldiimidazole or 1,1′ thiocarbonyldiimidazole or thionyldiimidazole. The present technology also relates to an improved method for producing nortropan-3-one compounds or their hydrohalides (such as N-benzyltropanone hydrochloride) by reacting an amine and a protected dialdehyde with a basic aqueous solution of 1,3-acetone dicarboxylic acid.
Synthesis of the bronchospasmolytic agent flutropium bromide and of some homologous and configuration isomeric compounds
Banholzer,Pook,Stiasni
, p. 1161 - 1166 (2007/10/02)
A technically practicable synthesis of unknown N-β-fluoroalkyl-substituted benzilic acid nortropine esters, among them (8r)-8-(2-fluoroethyl)-3α-hydroxy-1αH,5αH-tropanium bromide benzilic acid ester (flutropium bromide, Ba 598 BR), and their configuration isomeric quaternary salts via benzilic acid imidazolide is described. The quaternization which takes place with sufficiently high stereoselectivity leads to configuration isomers which differ not only in their physico-chemical properties but also in their profile of pharmacological action.
