Category: 7126-50-3

Wallace, David M.; Leung, Sam H.; Senge, Mathias O.; Smith, Kevin M. published the artcile< Rational tetraarylporphyrin syntheses: tetraarylporphyrins from the MacDonald route>, Name: Ethyl 5-formyl-1H-pyrrole-2-carboxylate, the main research area is tetraarylporphyrin; porphyrin tetraaryl; condensation MacDonald tetraarylporphyrin.

Four new synthetic routes to meso-tetraarylporphyrins using a MacDonald-type [2 + 2] condensation are described. Self-condensation of a 5-aryldipyrromethane, e.g., 5-(4-tolyl)dipyrromethane, with an aryl-substituted one-carbon bridging unit affords a mixture of tetraarylporphyrins due to acid-catalyzed redistribution reactions. The second and third methods presented here show wide applicability for the preparation of 5,10,15,20-tetraaryl-substituted porphyrins, e.g., I, with 2-fold rotational symmetry and involves self-condensation of 5-aryl-1-aryldipyrromethanecarbinols, e.g., II. Finally, the 4th approach involves a [2 + 2] approach in which one of the 2 dipyrromethanes bears both of the bridging carbons in the porphyrin products, affording a porphyrin which possesses 3 different aryl rings, with one pair of uniquely opposite identical aryl groups. The last two [2 + 2] methods are further extended to give a tetraarylporphyrin bearing four different aryl groups in a predesignated array, the structure of which is confirmed by a single-crystal X-ray study.

Journal of Organic Chemistry published new progress about Condensation reaction. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Name: Ethyl 5-formyl-1H-pyrrole-2-carboxylate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Jones, Matthew A.; Morton, James D.; Coxon, James M.; McNabb, Stephen B.; Lee, Hannah Y.-Y.; Aitken, Steven G.; Mehrtens, Janna M.; Robertson, Lucinda J. G.; Neffe, Axel T.; Miyamoto, Shigeru; Bickerstaffe, Roy; Gately, Karl; Wood, Jacqueline M.; Abell, Andrew D. published the artcile< Synthesis, biological evaluation and molecular modeling of N-heterocyclic dipeptide aldehydes as selective calpain inhibitors>, Name: Ethyl 5-formyl-1H-pyrrole-2-carboxylate, the main research area is peptide aldehyde preparation inhibitor calpain eye lens opacification; cDNA sequence Ovis calpain 1 2 catalytic subunit.

Ten N-heterocyclic dipeptide aldehydes (4-13) have been synthesized and evaluated as inhibitors of ovine calpain 1 (o-CAPN1) and ovine calpain 2 (o-CAPN2). N-(5-formylpyrrole-2-carbonyl)-L-valylleucinal (9; IC50 values of 290 and 25 nM against o-CAPN1 and o-CAPN2, resp.) was the most potent and selective o-CAPN2 inhibitor, displaying >11-fold selectivity. The amino acid sequences of o-CAPN1 and o-CAPN2 have been determined Because of the lack of available structural information on the ovine calpains, in silico homol. models of the active site cleft of o-CAPN1 and o-CAPN2 were developed based on human calpain 1 (h-CAPN1) X-ray crystal structure (PDB code 1ZCM). These models were used to rationalize the observed SAR for compounds 4-13 and the selectivity observed for 9. The o-CAPN2 selective inhibitor 9 (CAT0059) was assayed in an in vitro ovine lens culture system and shown to successfully protect the lens from calcium-induced opacification.

Bioorganic & Medicinal Chemistry published new progress about Aldehydes Role: PAC (Pharmacological Activity), SPN (Synthetic Preparation), BIOL (Biological Study), PREP (Preparation) (dipeptides). 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Name: Ethyl 5-formyl-1H-pyrrole-2-carboxylate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rawal, Viresh H.; Jones, Robert J.; Cava, Michael P. published the artcile< Photocyclization strategy for the synthesis of antitumor agent CC-1065: synthesis of dideoxy PDE-I and PDE-II. Synthesis of thiophene and furan analogs of dideoxy PDE-I and PDE-II>, Application of C8H9NO3, the main research area is CC 1065 intermediate; benzodipyrrole; thienoindole; furoindole.

The title compounds I (X = NH, R = NH2, Me) and their analogs I (X = O, S) were prepared by Wittig reaction of 2-pyrrolylmethyltriphenylphosphonium iodides with the aldehydes II, followed by photochem. ring closure. The cyclization products were easily converted to I.

Journal of Organic Chemistry published new progress about 7126-50-3. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Application of C8H9NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rawal, Viresh H.; Jones, Robert J.; Cava, Michael P. published the artcile< Photocyclization strategy for the synthesis of antitumor agent CC-1065: synthesis of dideoxy PDE-I and PDE-II. Synthesis of thiophene and furan analogs of dideoxy PDE-I and PDE-II>, Application of C8H9NO3, the main research area is CC 1065 intermediate; benzodipyrrole; thienoindole; furoindole.

The title compounds I (X = NH, R = NH2, Me) and their analogs I (X = O, S) were prepared by Wittig reaction of 2-pyrrolylmethyltriphenylphosphonium iodides with the aldehydes II, followed by photochem. ring closure. The cyclization products were easily converted to I.

Journal of Organic Chemistry published new progress about 7126-50-3. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Application of C8H9NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Psarra, Vassiliki; Fousteris, Manolis A.; Hennig, Lothar; Bantzi, Marina; Giannis, Athanassios; Nikolaropoulos, Sotiris S. published the artcile< Identification of azepinone fused tetracyclic heterocycles as new chemotypes with protein kinase inhibitory activities>, Recommanded Product: Ethyl 5-formyl-1H-pyrrole-2-carboxylate, the main research area is azepinone fused tetracyclic heterocycle preparation protein kinase inhibitor.

The design and synthesis of small tetracyclic heterocycles which bear two new regioisomeric 2-carboxyethyl-1H-pyrrole-annulated indoloazepinone scaffolds is described. An azepinone motif, which is inherent in the structures of many well studied protein kinase inhibitors, serves as prominent structural feature of the new compounds Concise access to the new regioisomeric tetracyclic derivatives was accomplished through amide coupling of appropriate pyrrole and indole precursors followed by an intramol. Heck coupling reaction of the intermediate amide conjugates. Preliminary evaluation of newly synthesized tetracyclic mols. against a panel of protein kinases indicated their inhibitory activities and revealed promising selectivity profiles. The new compounds displayed no significant antiproliferative activity against MCF-7 cancer cells. Derivative Et 6-oxo-4,5,6,11-tetrahydro-2H-pyrrolo[30,40:5,6]azepino[4,3b]indole-1-carboxylate exhibited selective TAK1 kinase inhibitory activity and figures as a promising chemotype for the discovery of new TAK1 inhibitors.

Tetrahedron published new progress about Heck reaction. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Recommanded Product: Ethyl 5-formyl-1H-pyrrole-2-carboxylate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Bray, Brian L.; Hess, Petr; Muchowski, Joseph M.; Scheller, Markus E. published the artcile< Lithiated azafulvenes by halogen-metal interchange of brominated 6-(diisopropylamino)-1-azafulvene derivatives. Novel synthesis of 5-mono- and 4,5-disubstituted 1H-pyrrole-2-carboxaldehydes>, Related Products of 7126-50-3, the main research area is bromoaminoazafulvene lithiation substitution electrophile; lithioazafulvene preparation substitution electrophile; pyrrolecarboxaldehyde derivative; azafulvene bromo diisopropylamino lithiation reaction.

The 1st known lithiated 1-azafulvene derivatives were generated by low-temperature Br-Li exchange with Me3CLi of bromo(diisopropylamino)azafulvenes I (R = H, Br). Reaction of the lithiated intermediates with electrophiles (e.g., MeI, Me2NCHO) gave products which, upon hydrolysis, were converted to pyrrolecarboxaldehydes, e.g., II (R1 = Me, HCO, R2 = H; R1 = HCO, R2 = Me).

Helvetica Chimica Acta published new progress about Nucleophilic substitution reaction. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Related Products of 7126-50-3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Farnier, M.; Drakenberg, T. published the artcile< Nuclear magnetic resonance conformational studies of C-substituted formylpyrroles II. Barrier to internal rotation in 5-substituted 2-formylpyrroles>, HPLC of Formula: 7126-50-3, the main research area is formylpyrrole potential barrier rotation; pyrrole formyl rotation barrier; conformation formylpyrrole NMR temperature.

The effect of temperature on the NMR spectra of Et 5-formylpyrrole-2-carboxylate and 2,5-diformylpyrrole allowed determination of the activation parameters for rotation of the CHO group by line-shape anal. of the CHO signals. Introduction of the EtO2C or CHO at C-5 caused a decrease in the barrier to rotation as expected from their electron-withdrawing properties.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about Molecular rotation. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, HPLC of Formula: 7126-50-3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Campbell, Shirley E.; Comer, Murray C.; Derbyshire, Paul A.; Despinoy, Xavier L. M.; McNab, Hamish; Morrison, Roderick; Sommerville, Craig C.; Thornley, Craig published the artcile< Synthesis of pyrrolizin-3-ones by flash vacuum pyrolysis of pyrrol-2-ylmethylidene Meldrum's acid derivatives and 3-(pyrrol-2-yl)propenoic esters>, COA of Formula: C8H9NO3, the main research area is pyrrolizinone preparation flash vacuum pyrolysis; flash vacuum pyrolysis pyrrolylmethylidene Meldrums acid; pyrrolylpropenoic ester flash vacuum pyrolysis; pyrolysis flash vacuum Meldrums acid pyrrolylpropenoate.

Monosubstituted pyrrolizin-3-ones, e.g., I (R1 = Me, H, R5 = CO2Et, Ph, H, R6 = Ph, H, R7 = Me, OMe, CO2Me, Ph, H) with substituents at the 1-, 5-, 6- or 7-positions are prepared in excellent yield by flash vacuum pyrolysis (FVP) of appropriate Meldrum’s acid derivatives The mechanism involves formation of the pyrrol-2-ylmethylideneketene , which can also be generated thermally from 3-(pyrrol-2-yl)propenoate esters. This alternative route has been used to make a range of 2-substituted pyrrolizin-3-ones, again in excellent yield. The 3-oxo-3H-pyrrolizine-2-carboxylic acid could not be made in this way owing to facile decarboxylation to pyrrolizinone I, and extension to the formation of the azaazulenone II was again unsuccessful.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about 7126-50-3. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, COA of Formula: C8H9NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Thyrann, Thomas; Lightner, David A. published the artcile< Oxidation of methylpyrrole to formylpyrrole with ceric ammonium nitrate>, Quality Control of 7126-50-3, the main research area is oxidation ceric ammonium nitrate methylpyrrole; pyrrolecarboxaldehyde; pyrrolecarboxylic acid formyl.

1H-pyrrole-2-carboxaldehydes can be prepared in high yield by oxidation of 2-methyl-1H-pyrrole with ceric ammonium nitrate when the pyrrole ring also contains a carboxylic acid ester group. The regioselective oxidation of 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid Me ester with ceric ammonium nitrate gave 4-acetyl-5-formyl-3-methyl-1H-Pyrrole-2-carboxylic acid Me ester (88% yield).

Tetrahedron Letters published new progress about Oxidation, regioselective. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Quality Control of 7126-50-3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reinus, Brandon J.; Kerwin, Sean M. published the artcile< N-Alkynyl Pyrrole Based Total Synthesis of Shensongine A>, Application of C8H9NO3, the main research area is shensongine A preparation copper alkynylation pyrrole gold spiroketalization.

A copper-catalyzed N-alkynylation of pyrrole and a gold-catalyzed spiroketalization were key steps in the total synthesis of the pyrrole spiroketal alkaloid shensongine A (I). The preparation of this alkaloid is concise and amenable to the rapid synthesis of a diverse library of compounds

Synthesis published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation) (pyrrole spiroketal alkaloids). 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Application of C8H9NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics