6275-29-2Relevant academic research and scientific papers
Ligand design for alpha1 adrenoceptor subtype selective antagonists.
Bremner,Coban,Griffith,Groenewoud,Yates
, p. 201 - 214 (2000)
Alpha1 adrenoceptors have three subtypes and drugs interacting selectively with these subtypes could be useful in the treatment of a variety of diseases. In order to gain an insight into the structural principles governing subtype selectivity, ligand base
Copper-Catalyzed Hydroamination of Allenes: From Mechanistic Understanding to Methodology Development
Perego, Luca Alessandro,Blieck, Rémi,Groué, Antoine,Monnier, Florian,Taillefer, Marc,Ciofini, Ilaria,Grimaud, Laurence
, p. 4253 - 4264 (2017)
Experimental and theoretical mechanistic studies on the Cu(OTf)2-catalyzed hydroamination reaction of terminal allenes with secondary amines reveal that in situ generated cationic Cu(I) is the catalytically active species and explain the observ
BERBERIS ALKALOIDS. XXIX. AN INVESTIGATION OF THE ALKALOIDS OF Berberis sibirica
Karimov, A.,Levkovich, M. G.,Abdullaev, N. D.,Shakirov, R.
, p. 361 - 364 (1993)
The alkaloid compositions of the roots, young shoots, and leaves of Berberis sibirica have been studied, and berberine, palmatine, columbamine, berberrubine, oxyacanthine, berbamine, 8-oxoberberine, 8-oxoberrberubine, pakistanine, and pronunciferine, and
Continuous Flow Chiral Amine Racemization Applied to Continuously Recirculating Dynamic Diastereomeric Crystallizations
Kwan, Maria H. T.,Breen, Jessica,Bowden, Martin,Conway, Louis,Crossley, Ben,Jones, Martin F.,Munday, Rachel,Pokar, Nisha P. B.,Screen, Thomas,Blacker, A. John
, p. 2458 - 2473 (2021/02/06)
A new, dynamic diastereomeric crystallization method has been developed, in which the mother liquors are continuously separated, racemized over a fixed-bed catalyst, and recirculated to the crystallizer in a resolution-racemization-recycle (R3) process. S
Stereoselective total synthesis of (S)- and (R)-nuciferine using benzyne chemistry
Casagrande, Gleison A.,Deflon, Victor M.,Martins, Gabriel R.,Oliveira-Silva, Diogo,Perecim, Givago P.,Pinto, Leandro M. C.,Raminelli, Cristiano
, (2020/08/13)
Total syntheses of (S)- and (R)-nuciferine were accomplished through approach involving diastereoselective reaction between a chiral dihydroisoquinoline enamide and 2-(trimethylsilyl)phenyl trifluoromethanesulfonate promoted by CsF, affording a separable mixture of diastereoisomers, which provided (S)- and (R)-nuciferine via simple and efficient transformations.
Asymmetric Transfer Hydrogenation of Unhindered and Non-Electron-Rich 1-Aryl Dihydroisoquinolines with High Enantioselectivity
Barrios-Rivera, Jonathan,Xu, Yingjian,Wills, Martin
supporting information, p. 6283 - 6287 (2020/09/02)
The use of arene/Ru/TsDPEN catalysts bearing a heterocyclic group on the TsDPEN in the asymmetric transfer hydrogenation (ATH) of dihydroisoquinolines (DHIQs) containing meta- or para-substituted aromatic groups at the 1-position results in the formation of products of high enantiomeric excess. Previously, only 1-(ortho-substituted)aryl DHIQs, or with an electron-rich fused ring gave products with high enantioselectivity; therefore, this approach solves a long-standing challenge for imine ATH.
Preparation method of compound 5,6-dihydroxy indoline and halogen acid salts thereof
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Paragraph 0050-0053; 0073, (2018/04/01)
The invention relates to a preparation method of a compound 5,6-dihydroxy indoline and halogen acid salts thereof. Phenylethylamine SM-0 sold in the market is used as a raw material and firstly reactswith acyl chloride to obtain amide SM-1; amide SM-1 rea
Total syntheses of (+)-bernumidine and its unnatural enantiomer
Corrêa, Bianca K.,Silva, Tamiris R.C.,Raminelli, Cristiano
supporting information, p. 3583 - 3585 (2018/09/06)
Total syntheses of (+)-bernumidine and its unnatural enantiomer were accomplished through chemoenzymatic dynamic kinetic resolution and ruthenium(II)-catalyzed enantioselective hydrogenation, which provided (R)-salsolidine propyl carbamate and N-acetyl (S
Application of differential reactivity towards synthesis of lamellarin and 8-oxoprotoberberine derivatives: Study of photochemical properties of aryl-substituted benzofuran-8-oxoprotoberberines
Vyasamudri, Sameer,Yang, Ding-Yah
supporting information, p. 1092 - 1100 (2018/02/06)
A unique differential reactivity between dihydroisoquinolines and 3-nitrocoumarins was observed and was exploited for the efficient construction of lamellarins and their isomeric benzofuran-8-oxoprotoberberine derivatives under acid-catalyzed or base-promoted conditions. Further, these prepared aryl-substituted benzofuran-8-oxoprotoberberine derivatives bearing electron-donating substituents on benzofuran moiety are found to be benchtop stable but light-sensitive, and can undergo oxidative ring-opening reaction to give the corresponding keto products when exposed to visible light under aerobic conditions.
Catechol reactivity: Synthesis of dopamine derivatives substituted at the 6-position
Rote, Jennifer C.,Malkowski, Sarah N.,Cochrane, C. Skyler,Bailey, Gabrielle E.,Brown, Noah S.,Cafiero, Mauricio,Peterson, Larryn W.
supporting information, p. 435 - 441 (2017/02/24)
Dopamine is a ubiquitous neurotransmitter essential in the proper functioning of the human body. In addition to this critical role, the catecholamine core has shown utility as a scaffold for numerous drugs and in other applications, like metal detection and adhesive materials. Substituents at the 6-position of dopamine’s catechol core can modulate its stereoelectronic properties, the acidity of its phenolic hydroxyl groups, and the overall hydrophobicity of the molecule. Herein, we report the synthesis of a series of four novel dopamine analogues substituted at the 6-position of catechol core. The1H NMR chemical shift of the aromatic proton meta to the substituent correlated strongly with the Hammett σmconstant, confirming the electronic properties of substituents.
