865811-65-0Relevant academic research and scientific papers
ION PAIR CATALYSIS OF TUNGSTATE AND MOLYBDATE
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Page/Page column 42-43; 61-63, (2017/10/30)
D The present invention relates to ion pair catalysts (I) comprising the cationic bisguanidinium ligand (A) and diperoxomolybdate anion (B). The present invention also relates to ion pair catalysts (III) comprising the cationic bisguanidinium ligand (C) and peroxotungstate anion (D). It further relates to the use of the said catalysts in the manufacture of enantiomerically enriched sulfoxides.
SARs at the monoamine transporters for a novel series of modafinil analogues
Cao, Jianjing,Prisinzano, Thomas E.,Okunola, Oluyomi M.,Kopajtic, Theresa,Shook, Matthew,Katz, Jonathan L.,Newman, Amy Hauck
supporting information; experimental part, p. 48 - 52 (2011/04/22)
A series of modafinil (1) analogues were synthesized wherein (1) para-halo-substitutents were added to the aryl rings, (2) the sulfoxide function was removed, and (3) the primary amide group was replaced with secondary and tertiary amides and amines to investigate the effects of these chemical modifications on dopamine transporter, serotonin transporter, and norepinephrine transporter binding. In addition, the locomotor-stimulant effects in mice of (±)-modafinil (1), its R-and S-enantiomers, and its para-chloro sulfinylacetamide analogue (5c) were compared to those of cocaine.
Asymmetric synthesis of modafinil and its derivatives by enantioselective oxidation of thioethers: comparison of various methods including synthesis in ionic liquids
Ternois, James,Guillen, Frederic,Plaquevent, Jean-Christophe,Coquerel, Gerard
, p. 2959 - 2964 (2008/09/16)
The oxidation of 2-(benzhydrylthio)acetic acid and its derivatives was performed with various catalytic and stoichiometric enantioselective reagents, the best results being obtained with stoichiometric chiral oxaziridine 5. The use of [bmim][PF6] as a solvent with 5 gave slightly higher yields and, in the case of the model compound thioanisole, a reversal of the enantioselectivity.
Synthesis and determination of the absolute configuration of the enantiomers of modafinil
Prisinzano, Thomas,Podobinski, John,Tidgewell, Kevin,Luo, Min,Swenson, Dale
, p. 1053 - 1058 (2007/10/03)
The asymmetric synthesis of both enantiomers of modafinil, a unique CNS stimulant with a reduced abuse liability, is described. This approach effectively prepares modafinil on a multigram scale in several steps from benzhydrol. The described synthetic route has also been used to produce the more water soluble analogue, adrafinil. X-ray crystallographic analysis on (-)-(diphenylmethanesulfinyl)acetic acid has determined the absolute configuration to be R.
