22621-30-3Relevant academic research and scientific papers
IMIDAZOPYRIDAZINES AS MODULATORS OF IL-17
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Page/Page column 361, (2021/11/06)
The present application discloses compounds having the following formula: (I), or pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4 and R5 are defined in the specification, as well as methods of making and using the compounds disclosed herein for treating or ameliorating an IL-17 mediated syndrome, disorder and/or disease.
On the regioselectivity of the intramolecular [2 + 2]-photocycloaddition of alk-3-enyl tetronates
Weixler, Roland,Hehn, Joerg P.,Bach, Thorsten
experimental part, p. 5924 - 5935 (2011/10/09)
The simple diastereoselectivity and the regioselectivity of the [2 + 2]-photocycloaddition of alk-3-enyl tetronates were studied, depending on the nature of the substituent R in the α-position. Fourteen tetronates were synthesized and their intramolecular photocycloaddition reactions performed. If R was an alkoxycarbonyl group and if the olefin, which underwent the intramolecular addition, was sterically congested, crossed photoproducts prevailed and were formed in yields between 35 and 65%. In all other cases, the straight photoproducts were obtained as the main reaction products in yields ranging from 39 to 84%. The structures of the photochemical products were thoroughly investigated by one- and two-dimensional NMR experiments. In all cases, the diastereoselectivitiy was excellent and only a single diastereoisomer was formed. A mechanistic model is proposed, which explains the regioselectivity of the [2 + 2]-photocycloaddition reaction.
Tipranavir analogous 3-sulfonylanilidotetronic acids: new synthesis and structure-dependent anti-HIV activity
Schobert, Rainer,Stehle, Ralf,Walter, Hauke
, p. 9401 - 9407 (2008/12/22)
Sulfonamide-containing tetronic acids 1, structural analogues of the HIV-1 protease inhibitor tipranavir, were synthesised in five steps including a microwave-assisted Claisen rearrangement of cinnamyl tetronates and a modified Charette cyclopropanation of the so-formed 3-allyltetronic acids. Compounds 1 with two non-H residues (R1, R2) at C-5 of the tetronate core exhibited structure-dependent antiviral activity in two HIV strains. Derivatives 1c (R1=R2=Me, R3=Cl) and 1d (R1,2=(CH2)5, R3=Me) were most active (IC50NL4-3.
SUBSTITUTED 3-(5-MEMBERED UNSATURATED HETEROCYCLYL-1, 3-DIHYDRO-INDOL-2-ONE'S AND DERIVATIVES THEREOF AS KINASE INHIBITORS
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Page/Page column 152, (2010/11/27)
The present invention relates to organic molecules capable of modulating tyrosine kinase signal transduction in order to regulate, modulate and/or inhibit abnormal cell proliferation.
A convenient entry to 5-(sp2)-substituted and 5,5-disubstituted tetronic acids
Tejedor, David,Santos-Expósito, Alicia,García-Tellado, Fernando
, p. 1607 - 1609 (2007/10/03)
A one-pot, convenient and general access to 5-sp2-substituted and 5,5-disubstituted tetronic acids is described. The protocol embodies two consecutive chemical events: a Michael addition of pyrrolidine on a secondary or tertiary γ-hydroxy-α,β-a
Stereoselective synthesis of biologically active tetronic acids
Effenberger, Franz,Syed, Jana
, p. 817 - 825 (2007/10/03)
(4R)-3-Amino-4-trimethylsilyloxy-2-alkenoates (R)-3, obtained from O- trimethylsilyl protected optically active cyanohydrins (R)-1 via the Blaise reaction, are hydrolyzed under mildly acidic conditions to give optically active tetronic acids (R)-4 without
TIN (IV) CHLORIDE-PROMOTED REACTIONS OF α-HYDROXY NITRILES WITH β-DICARBONYL COMPOUNDS. SYNTHESIS OF 4-AMINO-2,5-DIHYDRO-2-FURANONES AND THEIR CONVERSION INTO TETRONIC ACID DERIVATIVES
Veronese, Augusto C.,Callegari, Rosella,Bertazzo, Antonella
, p. 2205 - 2215 (2007/10/02)
β-Keto esters and β-diesters react with α-hydroxy nitriles in the presence of stoichiometric amounts of tin(IV) chloride to give 3-acyl-4-amino-2(5H)-furanones (2) and ethyl 4-amino-2,5-dihydro-2-oxofuran-3-carboxylates (3).The acyldihydrofuranones (2) can be converted into acyltetronic acid derivatives (6) while the ethyl furan-3-carboxylates (3) can be converted into tetronic acids (8).
