Category: 7126-50-3

Farnier, M.; Drakenberg, T. published the artcile< Nuclear magnetic resonance conformational studies of C-substituted formylpyrroles. I. Substituent effects on aldehyde conformations as shown by long range coupling constants>, HPLC of Formula: 7126-50-3, the main research area is formylpyrrole conformation NMR; pyrrole formyl conformation NMR; substituent effect conformation formylpyrrole; solvent effect conformation formylpyrrole.

The substituent effects on the conformation of the CHO group of 2- and 3-formylpyrroles and their NO2, I, EtO2C, and CHO derivatives were studied by measuring the 5J and 4J long-range coupling constants The solvent effect was also studied for several mols., increasing polarity of the solvent causing an increase in the proportion of trans conformer. This was probably due to a reduction in intramol. H bonding between NH and CO relative to intermol. interactions.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about Formyl group. 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

Rawal, Viresh H.; Cava, Michael P. published the artcile< Thermolytic removal of tert-butyloxycarbonyl (BOC) protecting group on indoles and pyrroles>, COA of Formula: C8H9NO3, the main research area is butyloxycarbonyl protective group thermolytic removal; pyrrole butoxycarbonyl thermal decomposition; indole butoxycarbonyl thermal deacylation.

The tert-butyloxycarbonyl (BOC) group on indoles and pyrroles can be removed cleanly and in high yield by simple thermolysis: no acid, base or solvent is required. Thus, heating I (R = Me3CO2C) at ∼180° gave 94% I (R = H).

Tetrahedron Letters published new progress about Deacylation. 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

Rawal, Viresh H.; Cava, Michael P. published the artcile< Thermolytic removal of tert-butyloxycarbonyl (BOC) protecting group on indoles and pyrroles>, COA of Formula: C8H9NO3, the main research area is butyloxycarbonyl protective group thermolytic removal; pyrrole butoxycarbonyl thermal decomposition; indole butoxycarbonyl thermal deacylation.

The tert-butyloxycarbonyl (BOC) group on indoles and pyrroles can be removed cleanly and in high yield by simple thermolysis: no acid, base or solvent is required. Thus, heating I (R = Me3CO2C) at ∼180° gave 94% I (R = H).

Tetrahedron Letters published new progress about Deacylation. 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

Sun, Li; Cui, Jean; Liang, Congxin; Zhou, Yong; Nematalla, Asaad; Wang, Xueyan; Chen, Hui; Tang, Cho; Wei, James published the artcile< Rational design of 4,5-disubstituted-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-ones as a novel class of inhibitors of epidermal growth factor receptor (EGF-R) and Her2(p185erbB) tyrosine kinases>, Name: Ethyl 5-formyl-1H-pyrrole-2-carboxylate, the main research area is dihydropyrimidine derivative preparation EGF receptor Her2 tyrosine kinase inhibitor; structure activity dihydropyrimidine derivative preparation EGFR Her2 tyrosine kinase.

A novel class of 4,5-disubstituted-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-ones has been discovered as potent and selective inhibitors of the EGF-R tyrosine kinase family. These compounds selectively inhibit EGF-R kinase activity at low nanomolar concentration and tyrosine autophosphorylation in cells expressing EGF-R or Her2 (p185erbB). Structure-activity relationships (SARs) for this class of compounds are presented.

Bioorganic & Medicinal Chemistry Letters published new progress about Drug design. 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.; Cava, Michael P. published the artcile< Photocyclization of pyrrole analogs of stilbene: an expedient approach to antitumor agent CC-1065>, Recommanded Product: Ethyl 5-formyl-1H-pyrrole-2-carboxylate, the main research area is oxidation photochem cyclization pyrrolylethene; pyrroloindole; thienoindole; furoindole; benzindole.

Heterocycles were converted into pyrrole analogs of stilbene and subsequently cyclized to give the tricyclic ring structure necessary for CC-1065 and its analogs. Thus, Wittig reaction of the phosphonium salt I (R = Me) with the aldehydes II (X = NMe, S, O, R1 = H) and 4-MeOC6H4CHO gave 84-90% Wittig olefination products, which underwent oxidative photocyclization to give 38-80% tricyclic product III (X = NMe, S, O, R = Me, R1 = H) and IV. Analogously, Wittig reaction of I (R = CH2Ph) with II (X = NCH2Ph, R1 = CO2Et) gave, after oxidative cyclization, 78% III (X = NCH2Ph, R = CH2Ph, R1 = CO2Et), which on selective reduction of the more electron rich side gave the corresponding tricyclic phosphodiesterase type unit.

Journal of the Chemical Society, Chemical Communications published new progress about Oxidative cyclization. 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

Laha, Joydev K.; Bhimpuria, Rohan A.; Mule, Gajanan B. published the artcile< Site-Selective Oxidative C4 Alkenylation of (NH)-Pyrroles Bearing an Electron-Withdrawing C2 Group>, Formula: C8H9NO3, the main research area is pyrrole oxidative alkenylation.

A regioselective method for the oxidative C-H alkenylation of free (NH)-pyrroles with various activated and unactivated alkenes to afford 4-alkenylated (NH)-pyrroles in good to excellent yields was explored. The key features that distinguish this method from those reported in the current literature include: 1) the first report of the oxidative C4 alkenylation of (NH)-pyrroles, 2) utilization of neutral conditions, 3) C2-substituent-controlled oxidative C4 alkenylation irresp. of the nature of the free (NH)-pyrroles or N-protected pyrroles used, 4) scope of using both electron-deficient mono- and disubstituted alkenes and styrenes, and 5) synthesis of novel, enantiomerically pure 4-alkenyl-α-methyl-N-benzylpyrroles bearing a stereocenter. An important application of this process to the synthesis of indoles through tandem C4/C5 double alkenylation followed by electrothermal cyclization was also examined

ChemCatChem published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Formula: C8H9NO3.

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

Martyn, Derek C.; Abell, Andrew D. published the artcile< The Synthesis and Testing of α-(Hydroxymethyl)pyrroles as DNA Binding Agents>, Synthetic Route of 7126-50-3, the main research area is DNA binding hydroxymethyl pyrrole preparation.

α-(Hydroxymethyl)pyrroles were prepared and shown to be cytotoxic against the P388 cancer cell line. Et 5-hydroxymethyl-1H-pyrrole-2-carboxylate was inactive, demonstrating that an α-(hydroxymethyl)pyrrole group alone is not sufficient for activity. Compound I has been shown to bind to DNA with reasonable affinity.

Australian Journal of Chemistry published new progress about DNA Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Synthetic Route of 7126-50-3.

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

Berthiaume, Sylvie L.; Bray, Brian L.; Hess, Petr; Liu, Yanzhou; Maddox, Michael L.; Muchowski, Joseph M.; Scheller, Markus E. published the artcile< Synthesis of 5-substituted pyrrole-2-carboxaldehydes. Part I. Generation of formal 5-lithiopyrrole-2-carboxaldehyde equivalents by bromine-lithium exchange of 2-bromo-6-(diisopropylamino)-1-azafulvene derivatives>, Formula: C8H9NO3, the main research area is azafulvene lithiated derivative; pyrrolecarboxaldehyde derivative.

The first known lithiated 1-azafulvene derivatives, e.g., I, were generated by a low-temperature bromine-lithium exchange procedure with tert-butyllithium. These lithio species show substantial stability at ≤-90°C because, at these temperatures, the sterically demanding 6-diisopropylamino moiety, unlike the dimethylamino group, completely inhibits nucleophilic addition to C-6. At higher temperatures, the addition of tert-butyllithium to C-6 is significant and it can become the dominant process. The lithio species I is a useful formal equivalent of 5-lithiopyrrole-2-carboxaldehyde since, on reaction with electrophilic reagents and subsequent hydrolysis, a wide variety of regiochem. pure 5-substituted pyrrole-2-carboxaldehydes is formed. The 6-dialkylamino-1-azafulvenes described herein exist predominantly or exclusively as the syn conformer in solution at room temperature This conformational preference is confirmed by a significant NOE effect between H-4 and H-6 in the parent diisopropylamino-substituted azafulvene. The origin of the syn conformational preference stems from a substantial contribution of the charge-separated form to the ground state structure of these compounds, a phenomenon that is strongly supported by variable temperature NMR measurements on 2-bromo-6-diisopropylamino-1-azafulvene.

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

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

Rawal, Viresh H.; Cava, Michael P. published the artcile< Photocyclization of pyrrole analogs of stilbene: an expedient approach to antitumor agent CC-1065>, Recommanded Product: Ethyl 5-formyl-1H-pyrrole-2-carboxylate, the main research area is oxidation photochem cyclization pyrrolylethene; pyrroloindole; thienoindole; furoindole; benzindole.

Heterocycles were converted into pyrrole analogs of stilbene and subsequently cyclized to give the tricyclic ring structure necessary for CC-1065 and its analogs. Thus, Wittig reaction of the phosphonium salt I (R = Me) with the aldehydes II (X = NMe, S, O, R1 = H) and 4-MeOC6H4CHO gave 84-90% Wittig olefination products, which underwent oxidative photocyclization to give 38-80% tricyclic product III (X = NMe, S, O, R = Me, R1 = H) and IV. Analogously, Wittig reaction of I (R = CH2Ph) with II (X = NCH2Ph, R1 = CO2Et) gave, after oxidative cyclization, 78% III (X = NCH2Ph, R = CH2Ph, R1 = CO2Et), which on selective reduction of the more electron rich side gave the corresponding tricyclic phosphodiesterase type unit.

Journal of the Chemical Society, Chemical Communications published new progress about Oxidative cyclization. 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

Laha, Joydev K.; Bhimpuria, Rohan A.; Mule, Gajanan B. published the artcile< Site-Selective Oxidative C4 Alkenylation of (NH)-Pyrroles Bearing an Electron-Withdrawing C2 Group>, Formula: C8H9NO3, the main research area is pyrrole oxidative alkenylation.

A regioselective method for the oxidative C-H alkenylation of free (NH)-pyrroles with various activated and unactivated alkenes to afford 4-alkenylated (NH)-pyrroles in good to excellent yields was explored. The key features that distinguish this method from those reported in the current literature include: 1) the first report of the oxidative C4 alkenylation of (NH)-pyrroles, 2) utilization of neutral conditions, 3) C2-substituent-controlled oxidative C4 alkenylation irresp. of the nature of the free (NH)-pyrroles or N-protected pyrroles used, 4) scope of using both electron-deficient mono- and disubstituted alkenes and styrenes, and 5) synthesis of novel, enantiomerically pure 4-alkenyl-α-methyl-N-benzylpyrroles bearing a stereocenter. An important application of this process to the synthesis of indoles through tandem C4/C5 double alkenylation followed by electrothermal cyclization was also examined

ChemCatChem published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Formula: C8H9NO3.

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