Category: 924-99-2

Albaneze-Walker, Jennifer published the artcilePractical application of new catalytic methods: a concise synthesis of a potent PDE IV inhibitor, Category: esters-buliding-blocks, the publication is Tetrahedron (2005), 61(26), 6330-6336, database is CAplus.

An efficient synthesis of a potent PDE IV inhibitor I is described. The synthesis is highlighted by two practical and efficient catalytic reactions: a highly selective catalytic palladium mediated carbonylation of the pyridine side chain and an efficient palladium-catalyzed Suzuki-Miyaura coupling of a chloropyridine-N-oxide.

Tetrahedron published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Dembele, Ousmane published the artcileNovel approach towards 3,7-disubstituted 1,6-naphthyridin-4(1H)-ones exploiting cross-coupling and S_NAr reactions of a dihalogenated compound, Application In Synthesis of 924-99-2, the publication is Tetrahedron Letters (2018), 59(39), 3519-3523, database is CAplus.

A new route toward the synthesis of a series of 3,7-disubstituted 1,6-naphthyridin-4(1H)-ones such as I [R¹ = C₆H₄, 3-FC₆H₄, NH(4-MeOC₆H₄), etc.; R² = 4-ClC₆H₄, NHC₆H₅, 4-pyridinyl, etc.] in moderate to good yields was reported. The strategy involved the preparation of 3,7-dihalogenated compound that underwent differential functionalization via palladium-catalyzed Suzuki-Miyaura cross-coupling/Buchwald-Hartwig amination and S_NAr reactions.

Tetrahedron Letters published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, Application In Synthesis of 924-99-2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Sato, Motohide published the artcileNovel HIV-1 Integrase Inhibitors Derived from Quinolone Antibiotics, Category: esters-buliding-blocks, the publication is Journal of Medicinal Chemistry (2006), 49(5), 1506-1508, database is CAplus and MEDLINE.

The viral enzyme integrase is essential for the replication of human immunodeficiency virus type 1 (HIV-1) and represents a remaining target for antiretroviral drugs. Here, we describe the modification of a quinolone antibiotic to produce the novel integrase inhibitor JTK-303 (GS 9137) that blocks strand transfer by the viral enzyme. It shares the core structure of quinolone antibiotics, exhibits an IC₅₀ of 7.2 nM in the strand transfer assay, and shows an EC₅₀ of 0.9 nM in an acute HIV-1 infection assay.

Journal of Medicinal Chemistry published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Stern, Eric published the artcilePharmacomodulations around the 4-Oxo-1,4-dihydroquinoline-3-carboxamides, a Class of Potent CB₂-Selective Cannabinoid Receptor Ligands: Consequences in Receptor Affinity and Functionality, Recommanded Product: Ethyl 3-(dimethylamino)acrylate, the publication is Journal of Medicinal Chemistry (2007), 50(22), 5471-5484, database is CAplus and MEDLINE.

CB₂ receptor selective ligands are becoming increasingly attractive drugs due to the potential role of this receptor in several physiopathol. processes. Thus, the development of our previously described series of 4-oxo-1,4-dihydroquinoline-3-carboxamides, e.g. I, was pursued with the aim to further characterize the structure-affinity and structure-functionality relationships of these derivatives The influence of the side chain was investigated by synthesizing compounds bearing various carboxamido and keto substituents. On the other hand, the role of the quinoline central scaffold was studied by synthesizing several 6-, 7-, or 8-chloro-4-oxo-1,4-dihydroquinolines, as well as 4-oxo-1,4-dihydronaphthyridine and 4-oxo-1,4-dihydrocinnoline derivatives The effect of these modifications on the affinity and functionality at the CB₂ receptor was studied and allowed for the characterization of new selective CB₂ receptor ligands.

Journal of Medicinal Chemistry published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C15H24O2, Recommanded Product: Ethyl 3-(dimethylamino)acrylate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Simkin, B. Ya. published the artcileElectronic structure of some α,ω-functionally substituted polyenes, Application In Synthesis of 924-99-2, the publication is Journal of Molecular Structure (1974), 22(2), 193-200, database is CAplus.

The Pariser-Parr-Pople SCF method is applied to the calculation of Me2N(CH:CH)nCHO (I), Me2N(CH:CH)nCO2Et (II), and EtO2C(CH:CH)nCHO (III) using alternating bond length (ABL) constant bond length (CBL) models. Spectral behavior of I or II is satisfactorily described by the ABL (βvar) and CBL models. Large bathochromic shifts of absorption bands of I and II, observed when the polyene chain is lengthened cannot be explained by the ABL (βconst) model. Neither model can account for the increase of dipole moment of I and II with increasing n. Long wave transition energies and dipole moments of III calculated using the ABL (βvar) and CBL (βvar or βconst) models are close to the exptl. values. The application of both models leads to bond alternation in I,II, and III. The alternation of bonds decreases in the 1st excited state.

Journal of Molecular Structure published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H7ClN2, Application In Synthesis of 924-99-2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kappe, Thomas published the artcileA new modification of the Pechmann reaction, Synthetic Route of 924-99-2, the publication is Synthesis (1981), 524-6, database is CAplus.

Hydroxylated coumarin and quinolinone derivatives I (Z = O, NH, NMe; R = H, Me) reacted with β-oxo esters and NH₄OAc to yield the resp. fused pyrans II [R¹ = H, PhCH₂; R² = Me, H, Ph, CH₂CO₂Et; and R¹R² = (CH₂)₄]. I (Z = NH, R = H) was heated with MeCOCH₂CO₂Et and NH₄OAc at 185° to give II (Z = NH, R = R¹ = H, R² = Me). Some II were also prepared from I and 3-amino-2-alkenoate esters.

Synthesis published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, Synthetic Route of 924-99-2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Guo, Xingwei published the artcileManifestation of Polar Reaction Pathways of 2,3-Dichloro-5,6-dicyano-p-benzoquinone, Name: Ethyl 3-(dimethylamino)acrylate, the publication is Journal of the American Chemical Society (2013), 135(33), 12377-12387, database is CAplus and MEDLINE.

Reactions of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) with silyl enol ethers, silyl ketene acetals, allylsilanes, enamino esters, and diazomethanes have been studied in CH₃CN and CH₂Cl₂ solutions The second-order rate constants for C attack at DDQ (log k_C) correlate linearly with the nucleophile-specific parameters N and s_N and are 2-5 orders of magnitude larger than expected for SET processes, which strongly supports the polar mechanism for C-C bond formation. The second-order rate constants for O attack agree well with the calculated rate constants for rate-determining single electron transfer (SET). As a radical clock experiment ruled out outer sphere electron transfer, an inner sphere electron transfer mechanism is suggested for O attack.

Journal of the American Chemical Society published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, Name: Ethyl 3-(dimethylamino)acrylate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Tabarrini, Oriana published the artcileStructural Investigation of the Naphthyridone Scaffold: Identification of a 1,6-Naphthyridone Derivative with Potent and Selective Anti-HIV Activity, Application In Synthesis of 924-99-2, the publication is ChemMedChem (2011), 6(7), 1249-1257, database is CAplus and MEDLINE.

Building upon a large, previously reported series of anti-HIV 6-desfluoroquinolones endowed with a peculiar mechanism of action, the inhibition of Tat-mediated transcription, replacement of the quinolone nucleus with a naphthyridone core was shown to be very productive. In this work, the naphthyridone scaffold was investigated in depth by synthesizing various analogs. This led to the identification of NM13 as the most selective derivative obtained in MT-4 cells. It is the result of the successful combination of the 1,6-naphthyridone nucleus and the C7 benzothiazolpiperazine group, which, for the first time, not only grants potent anti-HIV activity but displays very high selectivity. Further studies aimed at a more thorough investigation of the anti-HIV profile of this new derivative are in progress.

ChemMedChem published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C12H13NO3, Application In Synthesis of 924-99-2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Stimac, Vlado published the artcileInitial Scale-Up and Process Improvements for the Preparation of a Lead Antibacterial Macrolone Compound, Recommanded Product: Ethyl 3-(dimethylamino)acrylate, the publication is Organic Process Research & Development (2010), 14(6), 1393-1401, database is CAplus.

Macrolones are a novel class of potent antimicrobial agents that consist of a macrolide scaffold to which a quinolone unit is tethered by various linkers to the 4”-O-position of the cladinose sugar. In this paper is described a modified 13-step route to a lead compound in the series. Critical reaction steps in the medicinal chem. route were modified for an initial scale-up process, and as a result, a synthetic procedure suitable for preparation of multi-hundred gram quantities of the final product, with 98% purity, has been developed. The new procedure does not require any purification by column chromatog. for any of the reaction steps. The overall yield was increased from 5-8% in the medicinal chem. route to 27% in the improved procedure.

Organic Process Research & Development published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C12H10FeO4, Recommanded Product: Ethyl 3-(dimethylamino)acrylate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Fleming, Ian published the artcileReactions of phenyldimethylsilyllithium with β-N,N-dimethylaminoenones, HPLC of Formula: 924-99-2, the publication is Chemical Communications (Cambridge, United Kingdom) (2003), 200-201, database is CAplus and MEDLINE.

Phenyldimethylsilyllithium reacts with the β-(N,N-dimethylamino)carbonyl compounds, e.g., Me₂NCH:CHC(O)R (R = H, Me, OEt), to give the corresponding α,β-unsaturated carbonyl compounds with a β-phenyldimethylsilyl group, e.g., PhMe₂SiCH:CHC(O)R, but in the case of Et N,N-dimethylaminoacrylate, only when the reaction mixture is given a mysteriously brief treatment with Me iodide before workup.

Chemical Communications (Cambridge, United Kingdom) published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, HPLC of Formula: 924-99-2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics