2434-00-6Relevant articles and documents
SULPHAMOYL UREA DERIVATIVES CONTAINING ALKYL-OXACYCLOALKYL MOIETY AND USES THEREOF
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Paragraph 0456, (2022/03/22)
The present disclosure relates to compounds of Formula (I): and to their pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein are useful for inhibiting the maturation of cytokines of the IL-1 family by inhibiting inflammasomes and may be used in the treatment of disorders in which inflammasome activity is implicated, such as inflammatory, autoinflammatory and autoimmune diseases and cancers.
A unified synthesis of cyclic ethers or lactones via Pd-catalyzed intramolecular O-functionalization of sp3C[sbnd]H bonds
Wang, Haifeng,Niu, Youhong,Zhang, Guoying,Ye, Xin-Shan
, p. 4544 - 4548 (2016/09/23)
A general approach for the synthesis of lactones or cyclic ethers via Pd-catalyzed C(sp3)[sbnd]H activation and intramolecular C[sbnd]O functionalization starting from carboxylic acids or alcohols using the bidentate directing group has been de
Template-induced enantioselectivity in the reductive radical cyclization of 3-(3-iodopropoxy)propenoic acid derivatives depending on the binding motif
Kapitan, Peter,Bach, Thorsten
experimental part, p. 1559 - 1564 (2009/04/03)
Different binding motifs HXC=O have been screened in the enantioselective radical cyclization of various linear derivatives of 3-(3-iodopropoxy)propenoic acid. The reactions were performed in the presence of an enantiomerically pure, chiral 1,5,7-trimethyl-3-azabicyclo[3.3.1]nonan-2-one derivative, which acts as a hydrogen-binding template. The cyclized products were obtained in good to excellent yields (66-88%). Enantioselectivities up to 59% ee were achieved. Georg Thieme Verlag Stuttgart.
[3 + 2] Cycloreversion of Bicyclo[m.3.0]alkan-3-on-2-yl-1-oxonium Ylides to Alkenyloxyketenes. Stereospecific Aspect
Oku, Akira,Sawada, Yuichi,Schroeder, Marc,Higashikubo, Ichiro,Yoshida, Tomohiro,Ohki, Shigeji
, p. 1331 - 1336 (2007/10/03)
Rhodium(II)-catalyzed intramolecular reaction of diazoketones 1 bearing a cyclic ethereal moiety transiently formed bicyclo[m.3.0]octan-3-one-1-oxonium-2-ylides (2), which underwent sigmatropic and stereospecific [3 + 2] cycloreversion reaction to form alkenyloxyketenes 3. The ketenes were efficiently trapped by methanol to form the corresponding esters 4. Mechanistic studies revealed that the size of ethereal ring can be variable at least from THF to the THP, oxepane, and oxocane moiety, i.e., m = 3-6. On the other hand, the size of the ylide ring containing the carbonyl unit is limited to a five-membered ring. The cycloreversion was found to be stereospecific as was proven by the reactions of diastereoisomeric pairs bearing a methyl group at the bond-cleaving position. From threo isomers 7, (E)-alkenyloxyacetates 15 were exclusively formed (77-84%), whereas from erythro isomers 8, (Z)-isomers 16 were formed (80-88%). Mechanism of the cleavage from diazoacetonyl-substituted cyclic ethers to alkenyloxyketenes via bicyclic oxonium ylides was analyzed on the basis of calculations employing the hybrid density functional B3LYP and the highly correlated quadratic configuration interaction QCISD method to reveal that the concerted [3 + 2] cycloreversion is the key step of this reaction.
Chemoenzymatic Synthesis of Methyl (6S)-(-)-6,8-Dihydroxyoctanoate: A Precursor to (R)-(+)-α-Lipoic Acid
Laxmi, Y. R. Santosh,Iyengar, D. S.
, p. 594 - 596 (2007/10/03)
A short synthetic sequence for the preparation of methyl (6S)-(-)-6,8-dihydroxyoctanoate, the precursor to (R)-(+)-α-lipoic acid is described starting from (2S)-(+)-2-(tetrahydro-2-furyl)ethanol.
Stereoselective access to tetrahydropyranylacetic acid derivatives. Simple synthesis of (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid
Ragoussis,Theodorou
, p. 84 - 86 (2007/10/02)
The reaction of the lactols 1a-1d, with malonic acid in hot dimethyl sulfoxide, in the presence of piperidinium acetate as catalyst, gives the corresponding (tetrahydrofuran-2-yl)acetic acids 2a, c and (tetrahydropyran-2-yl)acetic acids 2b, d in high yield (65-75%). While the synthesis of the (6-methyltetrahydropyran-2-yl)acetic acid (2d) is highly stereoselective (cis/trans ratio 20:1), no stereoselection was observed with the (5-methyltetrahydrofuran-2-yl)acetic acid (2c) (cis/trans ratio 1:1). This reaction was applied for the synthesis of natural (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid (7), minor constituent of the glandular secretion of the civet cat.
HIV protease inhibitors useful for the treatment of aids
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, (2008/06/13)
[From equivalent EP0434365A2] Compounds of the form, A-G-B-B-J wherein A is an amine protecting group or urethane, G a dipeptide isostere substituted with a basic amine nitrogen, B an amino acid or analog thereof, and J a small terminal group are describe
Intramolecular Ring Opening Reactions of 2-Oxetanones Leading to Tetrahydrofuran Ring Formation: A Lewis Acid Study
Mead, Keith T.,Yang, Hui-Li
, p. 2991 - 2992 (2007/10/02)
A study of Lewis acid mediated intramolecular ring opening reactions of 2-oxetanones has been undertaken.Using α-substituted 4-(3-benzyloxy)propyl) analogues as substrates, we have found the reaction outcome to be highly Lewis acid dependent.
SYSTHESIS AND INTRAMOLECULAR RING CLEAVAGE OF 2-OXETANONES
Mead, Keith T.,Samuel, Beverly
, p. 6573 - 6576 (2007/10/02)
Intermolecular 2+2 aldehyde-ketene cycloaddition, followed by Lewis acid induced intramolecular ring opening of the 2-oxetanone product have been used to prepare tetrahydrofuran and tetrahydropyran ring systems.
Substituted hexahydropyrrolo[1,2-a]-quinolines, hexahydro-1H-pyrido[1,2-a]-q
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, (2008/06/13)
Tricyclic benzo fused compounds of the formula STR1 and pharmaceutically acceptable cationic and acid addition salts thereof, wherein n is zero, 1 or 2, and t is 1 or 2; M is CH or N, R1 is H or certain acyl groups; Q is CO2 R4, COR5, C(OR7)R5 R6, CN, CONR9 R10, CH2 NR9 R10, CH2 NHCOR11, CH2 NHSO2 R12, 5-tetrazolyl or when n is 1, Q and OR1 together form a lactone or certain reduced derivatives thereof; and Z is certain alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl groups, are valuable central nervous system active agents, methods for their use, pharmaceutical compositions containing them and certain intermediates therefor.