Category: indole-building-block

On June 30, 2008, Brochu, Jean-Louis; Prakesch, Michael; Enright, Gary D.; Leek, Donald M.; Arya, Prabhat published an article.Quality Control of H-Idc-OH The title of the article was Reagent-Based, Modular, Tandem Michael Approach for Obtaining Different Indoline Alkaloid-Inspired Polycyclic Architectures. And the article contained the following:

A modular, reagent-based approach to obtain different indoline alkaloid-inspired, tetracyclic architectures is developed. When TBSOTf was used as a Lewis acid, a tandem Michael-based approach resulted in formation of a diastereomeric mixture of tetracyclic derivatives I with two addnl. six-membered rings from functionalized indoline II. By simply changing the Lewis acid to TMSOTf, II was converted into a different tetracyclic compound III having addnl. functionalized 5- and 7-membered rings with complete stereocontrol. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Quality Control of H-Idc-OH

The Article related to indoline amidoacyl unsaturated preparation tandem intramol michael addition cyclization, Heterocyclic Compounds (More Than One Hetero Atom): Fused-Ring Systems With Two Or More Hetero Atoms, No More Than One Hetero Atom Per Ring and other aspects.Quality Control of H-Idc-OH

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On August 14, 2014, Dai, Xing; Liu, Hong; Palani, Anandan; He, Shuwen; Brockunier, Linda L.; Nargund, Ravi; Marcantonio, Karen; Zorn, Nicolas; Xiao, Dong; Peng, Xuanjia; Li, Peng; Guo, Tao published a patent.Related Products of 1256359-96-2 The title of the patent was Preparation of tetracyclic heterocycle compounds and methods of use thereof for the treatment of hepatitis C. And the patent contained the following:

The invention relates to compounds of formula I that are useful as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system. Compounds of formula I wherein A is C3-6 cycloalkyl and aromatic ring system; ring B is benzofuran, pyridinofuran pyrazolopyridine, etc.; E is absent and CR5R9; F is (CH)0-2 and (CH2)0-2; Z is N and CRa; Z1, Z2 and Z3 are independently CH and H, wherein 1 or 2 of Z1 – Z2 are N; R2 is H, C1-6 alkyl, and C1-6 alkoxy; R3 is H and C1-6 alkyl; R4 is C1-6 alkyl and C1-6 alkoxy; R5 is H, C1-6 alkyl, OH, halo, etc.; R9 is H; R5R9 taken together to form C3-6 cycloalkyl; R6 is H, OH, C1-6 alkyl, C1-6 haloalkyl, etc.; R7 is H and C1-6 alkyl; R6R7 taken together to form oxo; R8 is H, halo and OH and derivatives; R10 is H and C1-6 alkyl; Ra is H, halo and CN; dashed bond is single and double bond; and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by a multistep procedure (procedure given). The invention compounds were evaluated for their anti-HCV activity. From the assay, it was determined that compound II exhibited IC50 values in the range of 3.784 nM to 4.674 nM. The experimental process involved the reaction of 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole(cas: 1256359-96-2).Related Products of 1256359-96-2

The Article related to tetracyclic heterocycle preparation antiviral treatment hepatitis c, Heterocyclic Compounds (More Than One Hetero Atom): Fused-Ring Systems With Two Or More Hetero Atoms, No More Than One Hetero Atom Per Ring and other aspects.Related Products of 1256359-96-2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On August 14, 2014, Dai, Xing; Liu, Hong; Palani, Anandan; He, Shuwen; Brockunier, Linda L.; Nargund, Ravi; Marcantonio, Karen; Zorn, Nicolas; Xiao, Dong; Peng, Xuanjia; Li, Peng; Guo, Tao published a patent.Recommanded Product: 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole The title of the patent was Preparation of tetracyclic heterocycle compounds and methods of use thereof for the treatment of hepatitis C. And the patent contained the following:

The invention relates to compounds of formula I that are useful as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system. Compounds of formula I wherein A is C3-6 cycloalkyl and aromatic ring system; ring B is benzofuran, pyridinofuran pyrazolopyridine, etc.; E is absent and CR5R9; F is (CH)0-2 and (CH2)0-2; Z is N and CRa; Z1, Z2 and Z3 are independently CH and H, wherein 1 or 2 of Z1 – Z2 are N; R2 is H, C1-6 alkyl, and C1-6 alkoxy; R3 is H and C1-6 alkyl; R4 is C1-6 alkyl and C1-6 alkoxy; R5 is H, C1-6 alkyl, OH, halo, etc.; R9 is H; R5R9 taken together to form C3-6 cycloalkyl; R6 is H, OH, C1-6 alkyl, C1-6 haloalkyl, etc.; R7 is H and C1-6 alkyl; R6R7 taken together to form oxo; R8 is H, halo and OH and derivatives; R10 is H and C1-6 alkyl; Ra is H, halo and CN; dashed bond is single and double bond; and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by a multistep procedure (procedure given). The invention compounds were evaluated for their anti-HCV activity. From the assay, it was determined that compound II exhibited IC50 values in the range of 3.784 nM to 4.674 nM. The experimental process involved the reaction of 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole(cas: 1256359-96-2).Recommanded Product: 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

The Article related to tetracyclic heterocycle preparation antiviral treatment hepatitis c, Heterocyclic Compounds (More Than One Hetero Atom): Fused-Ring Systems With Two Or More Hetero Atoms, No More Than One Hetero Atom Per Ring and other aspects.Recommanded Product: 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On June 18, 2021, Pollastrini, Matteo; Lipparini, Filippo; Pasquinelli, Luca; Balzano, Federica; Barretta, Gloria Uccello; Pescitelli, Gennaro; Angelici, Gaetano published an article.Category: indole-building-block The title of the article was A Proline Mimetic for the Design of New Stable Secondary Structures: Solvent-Dependent Amide Bond Isomerization of (S)-Indoline-2-carboxylic Acid Derivatives. And the article contained the following:

A thorough exptl. and computational study on the conformational properties of (S)-indoline-2-carboxylic acid derivatives has been conducted. Me (S)-1-acetylindoline-2-carboxylate, both a mimetic of proline and phenylalanine, shows a remarkable tendency toward the cis amide isomer when dissolved in polar solvents. This behavior is opposite to the general preference of proline for the trans isomer, making indoline-2-carboxylic acid a good candidate for the design of different secondary structures and new materials. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Category: indole-building-block

The Article related to proline mimetic indolinecarboxylic acid derivative amide conformation solvent effect, Physical Organic Chemistry: Resonance Spectra (Electron Spin, Nuclear Magnetic and Fourier Transform Nuclear Magnetic, Quadrupole, etc.) and other aspects.Category: indole-building-block

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On October 28, 2010, Kawano, Tomoaki; Yonetoku, Yasuhiro; Hanazawa, Takeshi; Nigawara, Takahiro; Fukudome, Hiroki; Moritani, Hiroshi published a patent.Category: indole-building-block The title of the patent was Preparation of diacylethylenediamine compounds as DGAT1 inhibitors. And the patent contained the following:

Title compounds I [A = (un)substituted aryl, (un)substituted cycloalkyl, (un)substituted heteroaryl, etc.; ring B1 = phenylene, pyridinediyl, naphthalenediyl, etc. (herein phenylene, pyridinediyl and naphthalenediyl are optionally substituted with hydroxy, alkyl, halo, etc.); W = -O-, bond, -NH-, etc.; ring B2 = cyclohexanediyl, cyclopentanediyl or bridged ring (herein cyclohexanediyl, cyclopentanediyl and bridged ring are optionally substituted with alkyl); Y = bond, alkylene or -O-alkylene; Z = -CO2H [or biol. equivalent group thereof], carbamoyl (optionally substituted with Ph or benzyl), -OH, etc.] or salts thereof were prepared For example, reaction of Et trans-4-hydroxycyclohexanecarboxylate with benzyl 4-hydroxybenzoate in the presence of 1,1′-(azodicarbonyl)dipiperidine followed by debenzylation, EDCI-mediated amidation with tert-Bu (2-aminoethyl)carbamate, treatment with HCl, carbamoylation with trans-2-phenylcyclopropyl isocyanate, and hydrolysis afforded compound II [R = trans-2-phenylcyclopropylamino; X = H]. In diacylglycerol acyltransferase 1 (DGAT1) inhibition assays, compound II [R = 5-fluorobenzothien-2-yl; X = F] showed IC50 of 0.1 nM. Compounds I are claimed useful for the treatment of obesity. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Category: indole-building-block

The Article related to diacylethylenediamine preparation dgat1 inhibitor, obesity treatment diacylethylenediamine dgat1 inhibition, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Amides, Amidines, Imidic Esters, Hydrazides, and Hydrazonic Esters and other aspects.Category: indole-building-block

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On September 20, 2016, Fabry, David C.; Rueping, Magnus published an article.Electric Literature of 65417-22-3 The title of the article was Merging Visible Light Photoredox Catalysis with Metal Catalyzed C-H Activations: On the Role of Oxygen and Superoxide Ions as Oxidants. And the article contained the following:

Visible light photoredox catalysis as a new alternative to conventionally applied regeneration/oxidation procedures was examined This account summarizes these recent advances in this expanding area and will highlight the new concept of merging distinct redox catalytic processes for C-H functionalizations through the application of visible light photoredox catalysis. Photoredox catalysis can be considered as catalytic electron-donating or -accepting processes, making use of visible-light absorbing homogeneous and heterogeneous metal-based catalysts, as well as organic dye sensitizers or polymers. As a consequence, photoredox catalysis is, in principle, an ideal tool for the recycling of any given metal catalyst via a coupled electron transfer (ET) process. Here we describe our first successful endeavors to address the above challenges by combining visible light photoredox catalysis with different ruthenium, rhodium, or palladium catalyzed C-H activations. Since only small amounts of the oxidant are generated and are immediately consumed in these transformations, side reactions of substrates or products can be avoided. Thus, usually oxidant-sensible substrates can be used, which makes these methods highly suitable for complex mol. structure syntheses. Moreover, mechanistic studies shed light on new reaction pathways, intermediates, and in situ generated species. The successful development of our dual catalysis concept, consisting of combined visible light photoredox catalysis and metal catalyzed C-H functionalization, provides many new opportunities for further explorations in the field of C-H functionalization. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Electric Literature of 65417-22-3

The Article related to metal visible photocatalysis photoredox catalyst photocyclization olefination, Radiation Chemistry, Photochemistry, and Photographic and Other Reprographic Processes: Radiation Chemistry and Photochemistry and other aspects.Electric Literature of 65417-22-3

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On November 20, 2002, Sun, Guobin; Pei, Weiwei; Wu, Yongqing; Huo, Jun; Ye, Weiping published an article.Reference of H-Idc-OH The title of the article was Enantioselective borane reduction of prochiral ketones catalyzed by (S)-(indolin-2-yl)methanol or (S)-indoline-2-carboxylic acid. And the article contained the following:

An enantioselective borane reduction of prochiral ketones directly catalyzed by (S)-(indolin-2-yl) methanol or (S)-indoline-2-carboxylic acid was examined and the resultant chiral secondary alcs. with 82% ∼ 87% enantiomeric excess were obtained. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Reference of H-Idc-OH

The Article related to enantioselective borane reduction prochiral ketone catalyzed indolinylmethanol indolinecarboxylic, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Ketones and Derivatives, Including Quinones and Sulfur Analogs and other aspects.Reference of H-Idc-OH

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On April 17, 2002, Peglion, Jean-Louis; Vilaine, Jean-Paul; Villeneuve, Nicole; Thollon, Catherine; Bourguignon, Marie-Pierre; Poitevin, Christophe published a patent.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Preparation of heterocyclic moiety-containing cyclobutenedione derivatives for use in the treatment of atherosclerosis. And the patent contained the following:

The title compounds are prepared [e.g., 3-(2,3-dihydro-1H-indol-1-yl)-4-[2-[4-(phenoxymethyl)-1-piperidinyl]ethylamino]-3-cyclobutene-1,2-dione methanesulfonate; m.p. 209-213°], along with a pharmaceutical dosage form containing them, and are useful in the treatment of diseases pertaining to endothelial dysfunction (e.g., atherosclerosis). The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole

The Article related to dihydroindolylphenoxymethylpiperidinylethylaminocyclobutenedione methanesulfonate preparation antiatherosclerotic, cyclobutenedione derivative preparation antiatherosclerotic and other aspects.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On March 31, 2009, Minuth, Tobias; Irmak, Mustafa; Groschner, Annika; Lehnert, Tobias; Boysen, Mike M. K. published an article.Electric Literature of 130539-43-4 The title of the article was Sweets for catalysis – facile optimization of carbohydrate-based bis(oxazoline) ligands. And the article contained the following:

A new type of carbohydrate-based bis(oxazoline) ligands was prepared from inexpensive D-glucosamine and tested in asym. cyclopropanation reactions. For optimization, modified ligands with 3-O substituents of varying size and electronic properties were prepared as well as a 3-OH unprotected and a perpivaloylated derivative All new ligands were tested in asym. cyclopropanation, revealing a strong dependence of enantioselectivity on steric demand and electronic properties of the 3-O residue. Also, a significant influence of the pyranose conformation, which is determined by the presence or absence of the cyclic acetal group, was observed Thus, it was easily possible to tune the new carbohydrate bis(oxazoline) ligands to a given reaction. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Electric Literature of 130539-43-4

The Article related to amino glycoside preparation structure property conformation catalysis oxazoline cyclopropanation, structure property conformation catalysis oxazoline ligand steric electronic and other aspects.Electric Literature of 130539-43-4

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On August 9, 2000, Kuwano, Ryoichi; Sato, Koji; Kurokawa, Takashi; Karube, Daisuke; Ito, Yoshihiko published an article.Name: H-Idc-OH The title of the article was Catalytic asymmetric hydrogenation of heteroaromatic compounds, indoles. And the article contained the following:

Indoles I (R = Bu, Me2CHCH2, Ph, MeO2C; R1 = MeCO, Me3COCO; R2 = H, Me, F3C; R3 = H, MeO, F3C) are reduced enantioselectively to nonracemic indolines II in 83-100% yields and 78-95% ee by a rhodium norbornadiene catalyst in the presence of a bis(diphenylphosphinoethyl)biferrocene ligand. E.g., indolecarboxylate I (R = MeO2C; R1 = MeCO; R2 = R3 = H) was stirred in isopropanol in the presence of cesium carbonate, [Rh(norbornadiene)2]+SbF6- and the bis(diphenylphosphinoethyl)biferrocene (S,S)-(R,R)-PhTRAP under hydrogen at 5.0 MPa and at 60° to give II (R = MeO2C; R1 = MeCO; R2 = R3 = H) in 95% yield and 95% ee. The [Rh(norbornadiene)2]+SbF6–(S,S)-(R,R)-PhTRAP catalytic system is the first hydrogenation catalyst found to reduce five-membered heterocyclic systems enantioselectively. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Name: H-Idc-OH

The Article related to indoline enantioselective preparation, indole enantioselective hydrogenation rhodium norbornadiene complex phtrap ligand, catalytic asym hydrogenation heteroaromatic compound and other aspects.Name: H-Idc-OH

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles