Category: 1612-65-3

Chemical Research Letters, May 2021. Research speed reading in 2021. Synthetic Route of 1612-65-3, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 1612-65-3, Name is 2-Methyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C10H13N. In a Article，once mentioned of 1612-65-3

NADPH-dependent oxidoreductase Q1EQE0 from Streptomyces kanamyceticus catalyzes the asymmetric reduction of the prochiral monocyclic imine 2-methyl-1-pyrroline to the chiral amine (R)-2-methylpyrrolidine with >99% ee, and is thus of interest as a potential biocatalyst for the production of optically active amines. The structures of Q1EQE0 in native form, and in complex with the nicotinamide cofactor NADPH have been solved and refined to a resolution of 2.7 A. Q1EQE0 functions as a dimer in which the monomer consists of an N-terminal Rossman-fold motif attached to a helical C-terminal domain through a helix of 28 amino acids. The dimer is formed through reciprocal domain sharing in which the C-terminal domains are swapped, with a substrate-binding cleft formed between the N-terminal subunit of monomer A and the C-terminal subunit of monomer B. The structure is related to those of known beta-hydroxyacid dehydrogenases, except that the essential lysine, which serves as an acid/base in the (de)protonation of the nascent alcohol in those enzymes, is replaced by an aspartate residue, Asp187 in Q1EQE0. Mutation of Asp187 to either asparagine or alanine resulted in an inactive enzyme.

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

Research speed reading in 2021. An article , which mentions 1612-65-3, molecular formula is C10H13N. The compound – 2-Methyl-1,2,3,4-tetrahydroisoquinoline played an important role in people’s production and life., 1612-65-3

The imine reductase AoIRED from Amycolatopsis orientalis (Uniprot R4SNK4) catalyzes the NADPH-dependent reduction of a wide range of prochiral imines and iminium ions, predominantly with (S)-selectivity and with ee’s of up to >99%. AoIRED displays up to 100-fold greater catalytic efficiency for 2-methyl-1-pyrroline (2MPN) compared to other IREDs, such as the enzyme from Streptomyces sp. GF3546, which also exhibits (S)-selectivity, and thus, AoIRED is an interesting candidate for preparative synthesis. AoIRED exhibits unusual catalytic properties, with inversion of stereoselectivity observed between structurally similar substrates, and also, in the case of 1-methyl-3,4-dihydroisoquinoline, for the same substrate, dependent on the age of the enzyme after purification. The structure of AoIRED has been determined in an “open” apo-form, revealing a canonical dimeric IRED fold in which the active site is formed between the N- and C-terminal domains of participating monomers. Co-crystallization with NADPH gave a “closed” form in complex with the cofactor, in which a relative closure of domains, and associated loop movements, has resulted in a much smaller active site. A ternary complex was also obtained by cocrystallization with NADPH and 1-methyl-1,2,3,4-tetrahydroisoquinoline [(MTQ], and it reveals a binding site for the (R)-amine product, which places the chiral carbon within 4 A of the putative location of the C4 atom of NADPH that delivers hydride to the Ci -N bond of the substrate. The ternary complex has permitted structure-informed mutation of the active site, resulting in mutants including Y179A, Y179F, and N241A, of altered activity and stereoselectivity.

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

Chemical Research Letters, May 2021. Research speed reading in 2021. SDS of cas: 1612-65-3, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 1612-65-3, Name is 2-Methyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C10H13N. In a Article，once mentioned of 1612-65-3

Formation of borane complexes of N,N-dimethylbenzylamine 4 and N-methyltetrahydroisoquinoline 1 facilitates regioselective metallation of these systems using BuLi, giving benzylic anions which react with a range of electrophiles.

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

Chemical Research Letters, May 2021. Application In Synthesis of 2-Methyl-1,2,3,4-tetrahydroisoquinoline, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.1612-65-3, Name is 2-Methyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C10H13N. In a Article，once mentioned of 1612-65-3

An organocatalysis/copper-catalyzed asymmetric oxidative sp3 C-H olefination reaction of tertiary amines with olefins using molecular oxygen as the sole oxidant under mild conditions was realized for the first time. This novel strategy provides an efficient and environmentally friendly way to access diversify optically active C1-alkene tetrahydroisoquinoline derivatives.

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Referenceï¼?br>Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

New research progress on 1612-65-3 in 2021. 1612-65-3, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 1612-65-3, molcular formula is C10H13N, introducing its new discovery.

The present invention relates to novel compounds of Formula (I), their pharmaceutically acceptable derivatives, tautomeric forms, stereoisomers including R and S isomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The invention also relates to the processes for the synthesis of novel compounds of Formula I, their pharmaceutically acceptable derivatives, tautomeric forms, stereoisomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The present invention further provides pharmaceutical compositions comprising compounds of Formula I and methods of treating or preventing one or more disorders of the central and/or peripheral nervous system that are responsive to inhibition of biogenic amines, in particular one or more, or any combination of serotonin, norepinephrine and dopamine.

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

New research progress on 1612-65-3 in 2021. 1612-65-3, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 1612-65-3, molcular formula is C10H13N, introducing its new discovery.

The present invention relates to novel compounds of Formula (I), their pharmaceutically acceptable derivatives, tautomeric forms, stereoisomers including R and S isomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The invention also relates to the processes for the synthesis of novel compounds of Formula I, their pharmaceutically acceptable derivatives, tautomeric forms, stereoisomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The present invention further provides pharmaceutical compositions comprising compounds of Formula I and methods of treating or preventing one or more disorders of the central and/or peripheral nervous system that are responsive to inhibition of biogenic amines, in particular one or more, or any combination of serotonin, norepinephrine and dopamine.

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

Chemical Research Letters, May 2021. Recommanded Product: 2-Methyl-1,2,3,4-tetrahydroisoquinoline, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.1612-65-3, Name is 2-Methyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C10H13N. In a Article，once mentioned of 1612-65-3

1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinoline (1) is converted by ethyl chloroformate (ECF)/NaBH3CN to 2--4,5-dimethoxytoluene (4) via the quaternary urethane 2.The same procedure leads from laudanosine (5) to the dibenzyl derivative 9.The reaction with ECF/NaBH3CN followed by LiAlH4 reduction is a versatile approach to Emde degradation products avoiding strongly basic conditions and elevated temperature.Cleavage reactions of other alpha-amino ethers, e.g. thebaine (18), and N-demethylation reactions of thetetrahydroisoquinolines 1 and 10 with ECF are reported.

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

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. An article , which mentions Electric Literature of 1612-65-3, molecular formula is C10H13N. The compound – 2-Methyl-1,2,3,4-tetrahydroisoquinoline played an important role in people’s production and life., Electric Literature of 1612-65-3

An active Pd/ZrCuOx catalyst was prepared for the reductive amination of CO2. The N-methylation of amines and nitro compounds with CO2/H2 can be realized with up to 97% yield under relatively mild reaction conditions. N-Formylation becomes the main reaction if the reaction was performed under milder conditions or using Pd/ZnZrOx as the catalyst.

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

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. An article , which mentions Synthetic Route of 1612-65-3, molecular formula is C10H13N. The compound – 2-Methyl-1,2,3,4-tetrahydroisoquinoline played an important role in people’s production and life., Synthetic Route of 1612-65-3

The hydrogen bond acceptor strength of 40 tertiary amines has been measured by Fourier transform – infrared (FTIR) spectrometry from their 1:1 complexation constant towards 4-fluorophenol in CCl4 at 25C (the pKHB scale). Also measured was the frequency shift, Deltanu(OH), of the nu(OH) band of methanol hydrogen-bonded to these amines. The comparison of the thermodynamic hydrogen bond basicity scale, pKHB, with the spectroscopic one, Deltanu(OH), and with the Bronsted pKa scale, points to the great sensitivity of pKHB to steric effects. The pKHB scale of tertiary amines extends from 2.71 for quinuclidine to -0.34 for N,N-diisopropyl-3-pentylamine. The main factors governing this important variation (17 kJ·mol-1 on the Gibbs energy scale) are the electron-withdrawing inductive effect and various kinds of steric effects (e.g., opening of the CNC angles and hindrance to OH fixation on the nitrogen lone pair). Infrared (IR) spectra show the attachment of 4-fluorophenol to the nitrile nitrogen of Me2NCH2C?N and Me2NCH2CH2C?N, to the oxygen of N-methylmorpholine, and to the pi electrons of (HC?CCH2)3N and (PhCH2)3N, in addition to the attachment to the amino nitrogen. In (PhCH2)3N, the electron-withdrawing effect of the three benzyl substituents and, mainly, the very important congestion of the nitrogen lone pair reduce the nitrogen hydrogen-bond basicity almost to nothing, so that tribenzylamine, a nitrogen Bronsted base, turns to a pi base in hydrogen bonding. From this example, the large differences between the pKHB and pKa scales of organic bases are emphasized.

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

New Advances in Chemical Research, May 2021. The appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in electrolysis. Formula: C10H13N, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 1612-65-3, name is 2-Methyl-1,2,3,4-tetrahydroisoquinoline. In an article，Which mentioned a new discovery about 1612-65-3

We report a simple one-pot protocol that affords functionalization of N-CH3 groups in N-methyl-N,N-dialkylamines with high selectivity over N-CH2R or N-CHR2 groups. The radical cation DABCO+?, prepared in situ by oxidation of DABCO with a triarylaminium salt, effects highly selective and contra-thermodynamic C-H abstraction from N-CH3 groups. The intermediates that result react in situ with organometallic nucleophiles in a single pot, affording novel and highly selective homologation of N-CH3 groups. Chemoselectivity, scalability, and recyclability of reagents are demonstrated, and a mechanistic proposal is corroborated by computational and experimental results. The utility of the transformation is demonstrated in the late-stage site-selective functionalization of natural products and pharmaceuticals, allowing rapid derivatization for investigation of structure-activity relationships.

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 1612-65-3, and how the biochemistry of the body works.Formula: C10H13N

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