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Decarboxylative Csp3-N coupling reactions have been developed through electrochemical oxidation of amino acids. The reaction proceeds via anodic oxidative decarboxylation of carboxylic acids to form stabilized carbocations, which are trapped by azoles or amides to construct C-N bonds. This method avoids the preactivation of carboxylic acids and the use of expensive transition-metals and external chemical oxidants.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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The synthesis and pharmacological activities of the four stereoisomers of methyl tetrahydrofuran-2-ylmethyl 2,6-dimethyl-4-(2′-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (furnidipine) are reported.The four isomers were synthesized by a modified Hantzsch synthesis by reaction of (-)- or (+)-tetrahydrofuran-2-ylmethyl 3-aminocrotonate and methyl 2-<(2'-nitrophenyl)methylene>acetoacetate or, alternatively, by reaction of (-)- or (+)-tetrahydrofuran-2-ylmethyl 2-<(2'-nitrophenyl)methylene>acetoacetate and methyl 3-aminocrotonate.The 1:1 diasteromeric mixture thus obtained were separated by chromatography, using poly(D-phenylglycine) as the chiral stationary phase.The enantiomeric purity of the stereoisomers was determined by high-performance liquid chromatography-chiral stationary phase technique (HPLC-CSP).Attempts to obtain crystals of a single stereoisomer failed in different solvent, while methanol crystallization of the product obtained from (+/-)-tetrahydrofuran-2-ylmethyl 2-<(2'-nitrophenyl)methylene>acetoacetate and methyl 3-aminocrotonate yielded good-quality crystals of the most insoluble racemate which proved to be a mixture of the (SS)/(RR) enantiomers by X-ray crystaloography.Conformational analysis of the stereoisomers, assuming rotation of the aryl substituent and ester groups, shows small energy differences (about 4 kcal*mol-1) between the most and the least favorable conformations.Binding studies were performed using <3H>isradipine as a reference ligand.The results showed stereospecificity of the furnidipine isomers in brain, ileum, and cardiac tissues, the (SS) and (SR)-isomers clearly being more potent than their (RR)- and (RS)-enantiomers.The (SS)- and (SR)-isomers were also more selective on cerebral tissue when compared with ileal and cardiac preparations.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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In this contribution, a chiral N-propargylamide monomer (R and S) was synthesized and used as a comonomer to prepare hydrophilic polyacetylene (HPA) bearing polymerizable vinyl groups in the presence of (nbd)Rh+B-(C6H5)4. The obtained HPA chains could form a single-handed helical structure in water and showed intense optical activity. Taking advantage of the hydrophilic and polymerizable moieties, HPA was further used as a macromer to prepare hydrogels in deionized water via free radical polymerization, using N-isopropylacrylamide (NIPAm) as a co-monomer, N,N-methylenebisacrylamide (BIS) as a crosslinker, and ammonium persulphate (APS) and N,N,N,N-tetramethylethylenediamine (TEMEDA) as redox initiators. The as-prepared hydrogels exhibited optical activity, thermal responsivity and biocompatibility. More interestingly, the hydrogels showed enantio-differentiating release ability towards mandelic acid enantiomers, demonstrating the potential applications of these novel optically active hydrogels in chiral drug delivery fields.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Primary hydroxy groups in pyranoses are oxidized in excellent yields to the corresponding carboxylic acids. In furanose 3 the yield of acid is only moderate. Secondary hydroxy groups are inert, aside from lactols. The different reactivity of secondary and primary hydroxy groups allows the chemoselective oxidation of 8 and 10.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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2-Furancarboxylic acid (FCA), produced by oxidation of furfural, is rarely used as a platform molecule. Metal-oxide-supported Pt-MoOx catalysts were effective for hydrodeoxygenation of FCA to valeric acid (VA) in water solvent. The highest VA yield is 51% over Pt-MoOx/TiO2 catalyst under 1.5 MPa H2 at 413 K. Other metal combinations (M-MoOx, M = Rh, Pd, Ru, Ir, Au, none; Pt-M’Ox, M’= V, W, Re, none) showed very low VA yield. This catalyst system was applicable to the hydrodeoxygenation of 2,5-furandicarboxylic acid (FDCA), and adipic acid (AA) was obtained with 21% yield at 473 K.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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The addition of tertiary carbon radicals generated by an Ir-catalyzed visible-light photocatalyst to electron-deficient 1,3-dienes proceeds in good yields to append a delta-substituted beta,gamma-unsaturated carbonyl fragment to a tertiary alcohol or carboxylic acid precursor and construct a new quaternary carbon center.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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The present disclosure is directed to modulators of alpha-adrenergic receptors and pharmaceutically acceptable salts and prodrugs thereof, the chemical synthesis thereof, and the use of such compounds for the treatment and/or management of hypertension, cardiac failure, prostatitis, and benign prostatic hyperplasia, and any other condition in which it is beneficial to modulate an alpha-adrenergic receptor.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Compounds of Formula 1[Region alpha]-[Region beta]-[Region gamma]-[Region delta]??(I)which are useful as modulators of chemokine activity. The invention also provides pharmaceutical formulations and methods of treatment using these compounds.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Saturated heterocycles, such as THFs, pyrrolidines, piperidines and THPs, are essential components of many biologically active compounds. Examples of C-H functionalization on these important ring systems remain scarce, especially at unactivated positions. Here we report the development of conditions for the palladium-catalyzed stereoselective C(sp3)-H arylation at unactivated 3-positions of 5- and 6-membered N- and O-heterocycles with aminoquinoline directing groups. Subtle differences in substrate structures altered their reactivity significantly; and different conditions were required to achieve high yields in each case. Successful conditions were developed using a short empirical optimization approach to cover reaction space with a limited set of variables. Excellent cis-selectivity was achieved in all cases, except for the THP substrate where minor trans-products were formed through a different palladacyclic intermediate. Here, differences in reactivity and selectivity with other directing groups were examined.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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The invention relates to salts of substituted allophanates, to methods for producing them, to drugs containing said compounds and to the use of said compounds for producing drugs.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem