52447-50-4Relevant academic research and scientific papers
N-Benzylazacyclophane synthesis via aromatic Mannich reaction
Díaz-Oviedo, Christian,Quevedo, Rodolfo
, p. 6571 - 6574 (2014)
A new method for synthesizing phenolic N-benzylazacyclophanes starting from tyramine is presented here. Computational calculations showed that macrocyclization is favored by the formation of hydrogen bond-based templates; these templates are not affected by including benzyl groups in the nitrogen atom of the tyramine moiety. The results showed that N-benzyl groups with electron-donating substituents have more nucleophilic nitrogen atoms, thereby favoring macrocyclization, while electron-withdrawing groups favor polymerization.
A Bioinspired Synthesis of Polyfunctional Indoles
Huang, Zheng,Kwon, Ohhyeon,Huang, Haiyan,Fadli, Aziz,Marat, Xavier,Moreau, Magali,Lumb, Jean-Philip
supporting information, p. 11963 - 11967 (2018/09/11)
Polyfunctional indoles bearing substituents at C5 and C6 are prevalent in natural products, pharmaceuticals, agrochemicals, and materials. Owing to the remoteness of the C5 and C6 positions, indoles of this family can be difficult to prepare, and often require multistep syntheses. Herein, we describe a concise process that converts simple derivatives of tyrosine into 5,6-difunctionalized indoles by direct oxidation of C?H, N?H, and O?H bonds. Our work draws inspiration from the biosynthetic polymerization of tyrosine to make melanin pigments, but makes an important departure to provide well-defined indole heterocycles.
A Base and Solvent-Free Ruthenium-Catalyzed Alkylation of Amines
Celaje, Jeff Joseph A.,Zhang, Xingyue,Zhang, Forrest,Kam, Lisa,Herron, Jessica R.,Williams, Travis J.
, p. 1136 - 1142 (2017/08/09)
A (pyridyl)phosphine-ligated ruthenium(II) catalyst is reported for the chemoselective benzylic N-alkylation of amines, via a hydrogen-borrowing mechanism. The catalyst operates under mild conditions, neat, and without a base or other additive. These conditions offer remarkable functional group compatibility for applications in organic synthesis, including reactions involving phenols and anilines, which are very difficult to achieve. Mechanistic studies suggest that, unlike other catalysts for this reaction, the redox steps are fast and reversible while imine formation is slow. We perceive that this is the origin of the selectivity realized with these reaction conditions.
COLORED CHARGED SILSESQUIOXANES
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Paragraph 0853; 0855; 0856-0857, (2018/02/10)
The present invention provides compounds of Formula (1A), wherein Formula (II) is Formula (III) and Formula (1B) wherein Formula (IV) is Formula (V) and electrophoretic devices comprising the compounds of formula (1A) or (1B).
A multivalent approach to the discovery of long-acting β2- adrenoceptor agonists for the treatment of asthma and COPD
Jacobsen, John R.,Choi, Seok Ki,Combs, Jesse,Fournier, Eric J.L.,Klein, Uwe,Pfeiffer, Juergen W.,Thomas, G. Roger,Yu, Cecile,Moran, Edmund J.
scheme or table, p. 1213 - 1218 (2012/03/11)
A multivalent approach was applied to the design of long-acting inhaled β2-adrenoceptor agonists. A series of dimeric arylethanolamines based on the short acting β2-adrenoceptor agonist albuterol were prepared, varying the nature and length of the linker between the basic nitrogens. None of the C2-symmetric dimers demonstrated increased potency, however dimer 5j, derived from 4-phenethylamine, was found to have increased binding potency in vitro relative to the parent monomer. Optimization of this structure led to the identification of 22 (milveterol) which demonstrates high potency in vitro and long duration of action in a guinea pig model of bronchoprotection.
OPIOID RECEPTOR ANTAGONISTS
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Page/Page column 21, (2010/02/14)
A compound of the formula (I) wherein the variables X1, X2, B, D, R1 to R7.including R3', p, y, q, and z, are as defined or a pharmaceutically acceptable salt, solvate, enantiomer, racemate, diastereomer or mixtures thereof, useful for the treatment, prev
The use of a continuous flow-reactor employing a mixed hydrogen-liquid flow stream for the efficient reduction of imines to amines
Saaby, Steen,Knudsen, Kristian Rahbek,Ladlow, Mark,Ley, Steven V.
, p. 2909 - 2911 (2007/10/03)
Imines have been reduced to amines in high yield, and with excellent chemoselectivity, by catalytic hydrogenation in a continuous flow-reactor, utilising an electrochemically-generated hydrogen source to produce a mixed hydrogen-liquid flow stream. The Royal Society of Chemistry 2005.
DIARYL ETHERS AS OPIOID RECEPTOR ANTAGONIST
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Page/Page column 124, (2008/06/13)
A compound of the formula (I) wherein the variables X1 to X10, R1 to R7 including R3', E, v, y, z, A and B are as described, or a pharmaceutically acceptable salt, solvate, enantiomer, racemate, diastereomer or mixtures thereof, useful for the treatment, prevention or amelioration of obesity and Related Diseases is disclosed.
ALKOXY ARYL β2 ADRENERGIC RECEPTOR AGONISTS
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Page 35, (2010/02/05)
The invention provides novel β2 adrenergic receptor agonist compounds. The invention also provides pharmaceutical compositions comprising such compounds, methods of using such compounds to treat diseases associated β2 adrenergic receptor activity, and processes and intermediates useful for preparing such compounds.
Sodium borohydride on wet clay: Solvent-free reductive amination of carbonyl compounds using microwaves
Varma, Rajender S.,Dahiya, Rajender
, p. 6293 - 6298 (2007/10/03)
A solvent-flee reductive amination of carbonyl compounds by wet montmorillonite K 10 clay supported sodium borohydride is described; microwave irradiation facilitates the procedure.
