Chemical Properties and Facts of 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

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The invention relates to novel substituted imidazotriazines, to methods for the production thereof, and to their use for producing medicaments for the treatment and/or prophylaxis of cancer and neurodegenerative diseases, particularly Parkinson’s disease and schizophrenia.

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

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Processes for preparing alfuzosin and pharmaceutically acceptable salts, solvates, hydrates thereof are disclosed. The present invention also discloses processes for preparation of anhydrous alfuzosin hydrochloride having substantially free from other pseudopolymorphic crystalline forms particularly dihydrate form of alfuzosin hydrochloride.

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

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Process mass intensity (PMI) is a key mass-based metric to evaluate the green credentials of an individual or sequence of reactions during process and chemical development. The increasing awareness to consider greenness as early as the initial discovery level, requires a set of parameters suitable to assess it at this stage of development, and guidelines to apply them correctly. This paper evaluates when and how PMI can be used in a correct manner. Different simulations for key reactions in the organic synthesis toolbox-i.e. amide bond formation and Mitsunobu reactions-illustrate that PMI can easily be misleading without due consideration of yield, concentration and molecular weight of reactants and product. A fair appraisal of the green potential of different methodologies therefore requires careful analysis of the examples and metrics data generated.

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

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The present invention provides a to oxygen or air oxygen in the air as the oxidizing agent or method for preparing acid, is at room temperature, in an organic solvent, in order to ferric nitrate (Fe (NO3 )3 · 9 H2 O), 2, 2, 6, 6 – tetramethyl piperidine nitrogen oxides (TEMPO) and inorganic halide as a catalyst, in order to oxygen or air as the oxidizing agent, by alcohol or aldehyde oxidation generating acid, glycol oxidation generating lactone; or, to aqueous raw material, in order to nitric acid iron as catalyst, reaction under the neutral condition, said aldehyde oxidation acid generating and peroxyacids. The invention has environmental protection of green, low cost, high yield, the atom economy is high, the substrate functional group compatibility is good, mild reaction conditions, the reaction scale can be enlarged and the like, and is applicable to industrial production. (by machine translation)

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

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Chemical Research Letters, May 2021. Synthetic Route of 166591-85-1, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.166591-85-1, Name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, molecular formula is C15H19NO4. In a Article,once mentioned of 166591-85-1

A cascade radical translocation cyclization of the N-allyl-N-(2?- bromophenyl)amide moiety of heterocyclic carboxylic acids and its N-propynyl analogues were investigated. It provides a convenient method for the preparation of aza/oxaspiro-gamma-lactams that are useful gamma-turn mimetics in drug discovery. Georg Thieme Verlag Stuttgart.

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

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To develop a practical scalable approach to (R)-tetrahydrofuran-2-carboxylic acid (THFC) 1, a chiral building block for furopenem 2, enantioselective hydrolysis of its esters is explored: When ethyl (±)-tetrahydrofuran-2-carboxylate 3d (2 M, 288 g/L) is digested by an Aspergillus melleus protease {0.2% (w/v)} in a 1.5 M potassium phosphate buffer (pH 8) for 20 h, enantioselective hydrolysis proceeds with E=60 to give (R)-THFC 1 in 94.4% ee. On separation from the left-over antipodal ester (S)-3d by partition, (R)-THFC 1 is treated with N,N-dicyclohexylamine (DCHA) in methyl ethyl ketone/methanol (5:1) to precipitate the crystalline salt 4 that contains (R)-THFC 1 of >99% ee in 22% overall yield from (±)-3d.

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

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A new-type of oxidation-reduction condensation proceeded smoothly to afford carboxylic acid alkyl esters or alkyl phenyl ethers in good to high yields by combined use of alkoxydiphenylphosphines (1) having primary, bulky secondary or tertiary alkoxy groups, a mild quinone-type oxidant such as 2,6-dimethyl-1,4-benzoquinone (DMBQ) and carboxylic acids or phenols. Generally, alkoxydiphenylphosphines were prepared easily from chlorodiphenylphosphine (2) and alcohols in the presence of pyridine, and were isolated by distillation. On the other hand, the phosphines 1 were also prepared in situ from N,N-dimethylaminodiphenylphosphine (3a) and primary or secondary alcohols while primary, bulky secondary or tertiary alkoxydiphenylphosphines were alternatively formed in situ by adding 2 to the “BuLi-treated alcohols in order to perform the above reactions by a one-pot procedure from alcohols and nucleophiles. The reaction of thus formed 1, DMBQ and carboxylic acids or phenols afforded the corresponding alkylated products, including hindered secondary and tertiary alkylated ones, in good to high yields at room temperature. In the case of using chiral secondary alcohols, the corresponding carboxylic acid alkyl esters were obtained as well in high yields with perfect inversion of stereochemistry by SN2 replacement.

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

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The invention provides for compounds of formula (I), wherein R1, X, Y, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, m, and R” have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions mediated and modulated by CFTR, including cystic fibrosis, Sjoegren’s syndrome, pancreatic insufficiency, chronic obstructive lung disease, and chronic obstructive airway disease. Also provided are pharmaceutical compositions comprised of one or more compounds of formula (I).

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

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The inhibiting effect of N-phenacylpyridinium bromides with the amide group in the pyridine ring on corrosion of carbon steel in 3 M sulfuric acid is studied. A relationship between the nature of substituents at the amide group and the corrosion-protective properties of the compounds studied is revealed. Compounds demonstrating high protection efficiency in acid solutions at elevated temperatures are found.

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

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Five binuclear Schiff base copper(ii) complexes [Cu2(L)(OAc)] ·3DMF (1), [Cu2(L)(OAc)]2·3DMF (2), [Cu 2(L)(BNPP)]·3CH3CN (3), [Cu2(L)(Fa)] ·2DMF (4) and [Cu2(L)(Pa)]·DMF (5) (H3L = N,N?-bis(3,5-tert-butylsalicylidene-2-hydroxy)-1,3-propanediamine, OAc = acetic acid, BNPP = bis(4-nitrophenyl)phosphate, Fa = 2-tetrahydrofuroic acid, Pa = benzoic acid) have been synthesized and characterized by X-ray single-crystal structure analysis. Variable-temperature magnetic susceptibility studies (2-300 K) indicate the existence of ferromagnetic coupling between the copper(ii) ions in complexes 1 and 4, and antiferromagnetic coupling in complexes 3 and 5. The interaction of these complexes with CT-DNA has been studied by using absorption and emission spectral methods. The apparent binding constant (Kapp) values for complexes 1, 3, 4 and 5 are 4.67 × 105, 9.48 × 105, 4.30 × 105 and 3.90 × 105 M-1, respectively, which show that the complexes bind to DNA by moderate intercalative binding modes. Furthermore, all these complexes can cleave plasmid DNA to nicked DNA in a sequential manner as the concentrations or reaction times are increased in the absence of reducing agent. Their cleavage activities are promoted in the presence of hydrogen peroxide. The cleavage mechanisms between the complexes and plasmid DNA are likely to involve singlet oxygen 1O2 and OH as reactive oxygen species. The Royal Society of Chemistry 2009.

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