165960-95-2Relevant academic research and scientific papers
Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst
Utsumi, Tatsuki,Noda, Kenta,Kawauchi, Daichi,Ueda, Hirofumi,Tokuyama, Hidetoshi
supporting information, p. 3583 - 3588 (2020/08/05)
Herein, a Grubbs-catalyzed route for the synthesis of nitriles via the aerobic oxidation of primary amines is reported. This reaction accommodates a variety of substrates, including simple primary amines, sterically hindered β,β-disubstituted amines, allylamine, benzylamines, and α-amino esters. Reaction compatibility with various functionalities is also noted, particularly with alkenes, alkynes, halogens, esters, silyl ethers, and free hydroxyl groups. The nitriles were also synthesized via the oxidation of imines generated from aldehydes and NH4OAc in situ. (Figure presented.).
SYNTHETIC INNATE IMMUNE RECEPTOR LIGANDS AND USES THEREOF
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Paragraph 0050, (2020/06/10)
An adjuvant formulation includes a monophosphoryl Lipid A (MPLA) analogue, a Pam3CSK4 analogue, or a muramyldipeptide (MDP) analogue, or combinations thereof. The adjuvant may be formulated in soluble form or in a nanoparticle, such as polylactic glycolic acid nanoparticles. A vaccine formulation comprises the adjuvant formulation and an immunogen. Methods of vaccinating an animal include delivering the vaccine formulation to the animal.
Asymmetric Synthesis of Saturated Hydroxy Fatty Acids and Fatty Acid Esters of Hydroxy Fatty Acids
Mountanea, Olga G.,Limnios, Dimitris,Kokotou, Maroula G.,Bourboula, Asimina,Kokotos, George
, p. 2010 - 2019 (2019/03/07)
The recent discovery of a novel class of endogenous lipids, named Fatty Acid esters of Hydroxy Fatty Acids (FAHFAs), that present antidiabetic and anti-inflammatory activities, has attracted the interest on hydroxy fatty acids (HFAs) and their derivatives
Mitochondria-Targeted Inhibitors of Cytochrome C Peroxidase for Protection from Apoptosis
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Paragraph 0317-0319, (2013/08/15)
The present application is directed to novel imidazole-substituted fatty acids that have been functionalized with an alkyl triphenylphosphonium group, compositions comprising these compounds and their use as inhibitors of cytochrome c peroxidase, in particular for the treatment and prevention of apoptosis.
Total synthesis of nominal gobienine A
Kondoh, Azusa,Arlt, Alexander,Gabor, Barbara,Fürstner, Alois
supporting information, p. 7731 - 7738 (2013/07/19)
The lichen-derived glycoconjugate gobienine A is structurally more complex than most glycolipids isolated from higher plants by virtue of the all-cis substituted γ-lactone substructure embedded into its macrocyclic frame. A concise entry into this very epimerization-prone and hence challenging structural motif is presented, which relies on an enantioselective cyanohydrin formation, an intramolecular Blaise reaction, a palladium-catalyzed alkoxycarbonylation, and a diastereoselective hydrogenation of the tetrasubstituted alkene in the resulting butenolide. This strategy, in combination with ring-closing olefin metathesis for the formation of the macrocyclic perimeter, allowed the proposed structure of gobienine A (1) to be formed in high overall yield. The recorded spectral data show that the structure originally attributed to gobienine A is incorrect and that it is not the epimerization-prone ester site on the butanolide ring that is the locus of misassignment; rather, the discrepancy must be more profound. Copyright
Synthesis and properties of monofluorinated dimyristoylphosphatidylcholine derivatives: Potential fluorinated probes for the study of membrane topology
Guimond-Tremblay, Jonathan,Gagnon, Marie-Claude,Pineault-Maltais, Jozy-Ann,Turcotte, Vanessa,Auger, Michele,Paquin, Jean-Franois
supporting information; experimental part, p. 1145 - 1148 (2012/03/07)
The synthesis of three monofluorinated dimyristoylphosphatidylcholine derivatives (F-DMPC), with the fluorine atom located on the acyl chain in position 2 of the glycerol (sn-2) is described. The synthetic strategy relies on the coupling of 1-myristoyl-2-hydroxy-sn-glycero-3-phosphocholine (lyso-PC) and three different fluorinated fatty acids. The latter were obtained from two different and complementary synthetic routes. Preliminary FTIR studies suggest that the presence of the fluorine atom does not significantly perturb the lipid conformational order and phase transition temperature and that these monofluorinated PC derivatives could be used as probes for the study of membrane topology, i.e. the location of drugs, peptides or proteins in membranes. The Royal Society of Chemistry 2012.
A new method for oxidation of various alcohols to the corresponding carbonyl compounds by using n-t-butylbenzenesulfinimidoyl chloride
Matsuo, Jun-Ichi,Iida, Daisuke,Tatani, Kazuya,Mukaiyama, Teruaki
, p. 223 - 234 (2007/10/03)
Various primary and secondary alcohols were smoothly oxidized to the corresponding aldehydes and ketones by using a new oxidizing agent, N-t-butylbenzenesulfinimidoyl chloride (4a), in the coexistence of DBU or zinc oxide. The present oxidation proceeded under mild conditions via five-membered intramolecular proton-transfer of an alkyl arenesulfinimidate intermediate.
Oxidative deamination of various primary amines to the corresponding carbonyl compounds by using N-tert-butylphenylsulfinimidoyl chloride
Matsuo, Jun-Ichi,Kawana, Asahi,Fukuda, Yoshio,Mukaiyama, Teruaki
, p. 712 - 713 (2007/10/03)
Various linear and non-linear primary amines were oxidatively deaminated to afford the corresponding carbonyl compounds in good to excellent yields by the following procedure: (i) initial formation of their N-cyclohexylated or N-mesylated derivatives, (ii) subsequent oxidation of these derivatives by using N-tert-butylphenylsulfinimidoyl chloride (1) and DBU, (iii) one-pot acid-hydrolysis of thus formed imines to carbonyl compounds.
Ruthenium-catalyzed oxidative cleavage of olefins to aldehydes
Yang,Zhang
, p. 4814 - 4818 (2007/10/03)
Three oxidation protocols have been developed to cleave olefins to carbonyl compounds with ruthenium trichloride as catalyst (3.5 mol %). These methods convert olefins that are not fully substituted to aldehydes rather than carboxylic acids. While aryl olefins were cleaved to aromatic aldehydes in excellent yields by using the system of RuCl3-Oxone-NaHCO3 in CH3CN-H2O (1.5:1), aliphatic olefins were converted into alkyl aldehydes with RuCl3-NaIO4 in 1,2-dichloroethane-H2O (1:1) in good to excellent yields. It is noteworthy that terminal aliphatic olefins were cleaved to the corresponding aldehydes in excellent yields by using RuCl3-NaIO4 in CH3CN-H2O (6:1).
A new and efficient method for oxidation of various alcohols by using N-tert-butyl phenylsulfinimidoyl chloride
Mukaiyama, Teruaki,Matsuo, Jun-Ichi,Yanagisawa, Manabu
, p. 1072 - 1073 (2007/10/03)
Various primary and secondary alcohols were smoothly oxidized to afford the corresponding aldehydes and ketones in excellent yields by using N-terf-butyl phenylsulfinimidoyl chloride (1) in the presence of DBU (1,8-diazabicyclo[5.4.0]undec-7-ene). The oxi
