124499-37-2Relevant articles and documents
Beyond Chemoselectivity: Catalytic Site-Selective Aldolization of Diketones and Exploitation for Enantioselective Alzheimer's Drug Candidate Synthesis
Nugent, Thomas C.,Najafian, Foad Tehrani,Hussein, Hussein Ali El Damrany,Hussain, Ishtiaq
supporting information, p. 14342 - 14348 (2016/09/23)
Site selectivity, differentiating instances of the same functional group type on one substrate, represents a forward-looking theme within chemistry: reduced dependence on protection/deprotection protocols for increased overall yield and step-efficiency. Despite these potential benefits and the expanded tactical advantages afforded to synthetic design, site selectivity remains elusive and especially so for ketone-based substrates. Herein, site-selective intermolecular mono-aldolization has been demonstrated for an array of prochiral 4-keto-substituted cyclohexanones with concomitant regio-, diastereo-, and enantiocontrol. Importantly, the aldol products allow rapid access to molecularly complex ketolactones or keto-1,3-diols, respectively containing three and four stereogenic centers. The reaction conditions are of immediate practical value and general enough to be applicable to other reaction types. These findings are applied in the first enantioselective, formal, synthesis of a leading Alzheimer's research drug, a γ-secretase modulator (GSM), in the highest known yield.
Sulphonamide derivatives
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, (2008/06/13)
The present invention provides novel sulphonamide derivatives which are useful for potentiating glutamate receptor function in a mammal requiring treatment, processes for their preparation, and pharmaceutical compositions containing them.
Substituted Benzamides with Conformationally Restricted Side Chains. 5. Azabicyclo Derivatives as 5-HT4 Receptor Agonists and Gastric Motility Stimulants
King, Frank D.,Hadley, Michael S.,Joiner, Karen T.,Martin, Roger T.,Sanger, Gareth J.,et al.
, p. 683 - 689 (2007/10/02)
The syntheses of benzamides containing azabicyclo side chains and their 5-HT4 receptor agonist and 5-HT3 receptor antagonist properties are described.These compounds were designed to mimic higher energy conformations of quinol