74130-31-7Relevant academic research and scientific papers
Controlled Reduction of Nitriles by Sodium Hydride and Zinc Chloride
Chiba, Shunsuke,Ong, Derek Yiren
, p. 1369 - 1378 (2020/04/27)
A new protocol for the controlled reduction of nitriles to aldehydes was developed using a combination of sodium hydride and zinc chloride. The iminyl zinc intermediates derived from aromatic nitriles could be further functionalized with allylmetal nucleophiles to afford homoallylamines. As the method allows the reduction of various aliphatic and aromatic nitriles with a concise procedure under milder reaction conditions and exhibits wide functional group compatibility, it is well suited for use in various opportunities in chemical synthesis.
SUBSTITUTED HETEROARYL COMPOUNDS AND METHODS OF USE
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Paragraph 0492, (2017/04/14)
The present invention provides novel heteroaryl compounds, pharmaceutical acceptable salts and formulations thereof. They are useful in preventing, managing, treating or lessening the severity of a protein kinase-mediated disease. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of protein kinase-mediated disease.
Substituted heteroaryl compound and composition thereof, and uses of substituted heteroaryl compound and composition thereof
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Paragraph 1175; 1176; 1177; 1178, (2017/04/29)
The present invention provides a substituted heteroaryl compound and a composition thereof, and uses of the substituted heteroaryl compound and the composition, wherein the compound is a compound represented by a formula (I) or a stereoisomer, a tautomer, a nitrogen oxide, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug of the compound represented by the formula (I). The present invention further provides a pharmaceutical composition containing the compound, wherein the pharmaceutical composition can regulate activity of protein kinases, particularly Aurora kinases and JAK kinases, and can be used for prevention, treatment, therapy and alleviation of protein kinases, particularly Aurora kinases and JAK kinase activity mediated diseases or disorders.
DIHYDROPYRONE COMPOUNDS AND HERBICIDES COMPRISING THE SAME
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Paragraph 0089, (2014/06/23)
The present invention provides a compound having an excellent efficacy for controlling weeds. A dihydropyrone compound of formula (I): wherein m is 1, 2 or 3; n is an integer of any one of 1 to 5; X represents O, S, S(O) or S(O)2; R1 /sup
Palladium on charcoal as a catalyst for stoichiometric chemo- and stereoselective hydrosilylations and hydrogenations with triethylsilane
Tuokko, Sakari,Pihko, Petri M.
, p. 1740 - 1751 (2015/02/19)
Stoichiometric quantities of triethylsilane in the presence of activated Pd/C as the catalyst can be used to effect chemo-, regio-, and stereoselective hydrosilylation and transfer hydrogenation reactions. α,β-Unsaturated aldehydes and ketones are selectively hydrosilylated to give the corresponding enol silanes or transfer hydrogenated to give the saturated carbonyl compounds in the presence of other reducible functional groups.
COMPOUNDS FOR THE TREATMENT OF METABOLIC DISORDERS
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Page/Page column 28, (2010/10/03)
The present invention is directed to therapeutic compotmds of the following formula (I) which have activity as agonists of GPR 119 and are useful for the treatment of metabolic disorders including type II diabetes.
Solvent-free olefin hydroformylation using hemispherical diphosphites
Monnereau, Laure,Semeril, David,Matt, Dominique
experimental part, p. 3068 - 3073 (2010/08/07)
With rhodium complexes containing hemispherical diphosphite ligands derived from a calixarene skeleton, olefins can be hydroformylated efficiently under solvent-free conditions. For example, in the hydroformylation of 1-octene (T = 80 °C, P = 20 bar, olefin:Rh = 200 000:1) one of the catalysts investigated resulted in a TOP of 17290 mol (converted 1-octene)mol(Rh)-1h -1, the regioselectivity towards the linear aldehyde reaching then 97.9%.
Highly regioselective hydroformylation with hemispherical chelators
Semeril, David,Matt, Dominique,Toupet, Loic
experimental part, p. 7144 - 7155 (2009/08/07)
The hemispherical diphosphites (R,R)- or (S,S)-5,11,17,23-tetratert-butyl- 25,27-di(OR)-26,28-bis(1,1′-binaphthyl-2,2′-dioxyphosphanyloxy) -calix[4]arene (R = OPr, OCH2Ph, OCH2-naphtyl, O-fluorenyl; R = H, R' = OPr) (LR), all with C2 symmetry, have been synthesised starting from the appropriate di-O-alkylated calix[4]-arene precursor. In the presence of [Rh(acac)(CO)2], these ligands straightforwardly provide chelate complexes in which the metal centre sits in a molecular pocket defined by two naphthyl planes related by the C 2 axis and the two apically situated R groups. Hydroformylation of octene with the LPr/Rh system turned out to be highly regioselective, the linear-to-branched (l:b) aldehyde ratio reaching 58:1. The l:b ratio significantly increased when the propyl groups were replaced by -CH 2Ph (l:b = 80) or -CH2naphthyl (1:b = 100) groups, that is, with substituents able to sterically interact with the apical metal sites, but without inducing an opening of the cleft nesting the catalytic centre. The trend to preferentially form the aldehyde the shape of which fits with the shape of the catalytic pocket was further confirmed in the hydroformylation of styrene, for which, in contrast to catalysis with conventional diphosphanes, the linear aldehyde was the major product (up to ca. 75 % linear aldehyde). In the hydroformylation of frarts-2-octene with the Lbenzyl/ Rh system, combined isomerisation/hydroformylation led to a remarkably high 1:b aldehyde ratios of 25, thus showing that isomerisation is more effective than hydroformylation. Unusually large amounts of linear products were also observed with all the above diphosphites in the tandem hydroformylation/amination of styrene (1:b of ca. 3:1) as well as in the hydroformylation of allyl benzyl ether (1:b ratio up to 20).
Total synthesis of epothilones B and D: Stannane equivalents for β-keto ester dianions
Keck, Gary E.,Giles, Robert L.,Cee, Victor J.,Wager, Carrie A.,Yu, Tao,Kraft, Matthew B.
supporting information; experimental part, p. 9675 - 9691 (2009/04/07)
(Chemical Equation Presented) Studies leading to a total synthesis of epothilones B and D are described. The overall synthetic plan was based on late-stage fragment assembly of two segments representing C1-C 9 and C10-C21 of the structure. The C 1-C9 fragment was prepared by elaboration of commercially available (2R)-3-hydroxy-2-methylpropanoate at both ends of the three-carbon unit. Introduction of carbons 1-4 containing the gem-dimethyl unit was achieved in a convergent manner using a diastereoselective addition of a stannane equivalent of a β-keto ester dianion. An enantioselective addition of such a stannane equivalent for a β-keto ester dianion was also used to fashion one version of the C10-C21 subunit; however, the fragment assembly (using bimolecular esterification followed by ring-closing metathesis) with this subunit failed. Therefore, fragment assembly was achieved using a Wittig reaction; this was followed by macrolactonization to close the macrocycle. The C10-C21 subunit needed for this approach was prepared in an efficient manner using the Corey-Kim reaction as a key element. Other key reactions in the synthesis include a stereoselective SmI 2 reduction of a β-hydroxy ketone and a critical opening of a valerolactone with aniline which required extensive investigation.
PIPERIDINES AND RELATED COMPOUNDS FOR TREATMENT OF ALZHEIMER’S DISEASE
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Page/Page column 43, (2008/06/13)
Compounds of formula (I) are modulators of gamma-secretase, and hence are useful in treatment of Alzheimer’s disease.
