Tag: 100-200

Related Products of 16982-21-1In 2002 ,《Product class 3: imidazoles》 appeared in Science of Synthesis. The author of the article were Grimmett, M. R.. The article conveys some information:

A review. Methods for preparing imidazoles are reviewed including cyclization, ring transformations, aromatization and modification of substituents on existing imidazoles. After reading the article, we found that the author used Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Related Products of 16982-21-1)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Related Products of 16982-21-1

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

In 2009,Ying, Yuzhou; Feng, Kanka; Lv, Zhiguo; Guo, Zhenmei; Gao, Jinsheng published 《Study on nano copper-based catalysts for the hydrogenation of methyl 3-hydroxypropionate to 1, 3-propanediol》.Surface Review and Letters published the findings.Formula: C4H8O3 The information in the text is summarized as follows:

Nano copper-based catalysts were prepared by co-precipitation method and the performance of catalytic hydrogenation for Me 3-hydroxypropionate (MHP) to 1, 3-propanediol (1, 3-PDO) on the nano catalysts were studied under a high-pressure microcontinuum fixed-bed reactor. The effects of structure, texture, and composition of the catalysts on the catalytic performance were investigated by characterizing the catalysts with XRD, TG-DTG, SEM, and N2 adsorption/desorption anal. technique. The results showed that addition of promoters enhanced the activity and selectivity of copper-based catalysts, which promoted the dispersion of the active components effectively and stabilized the active center of the catalysts. Especially, the copper-based catalyst of loaded P could restrain side-reaction effectively and improve selectivity obviously, the conversion of MHP and the selectivity of 1, 3-PDO could be 91.30% and reach 90.15%, resp. In the part of experimental materials, we found many familiar compounds, such as Methyl 3-hydroxypropanoate(cas: 6149-41-3Formula: C4H8O3)

Methyl 3-hydroxypropanoate(cas: 6149-41-3) belongs to esters with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Formula: C4H8O3

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

In 2021,Organic Chemistry Frontiers included an article by Yu, Tongyan; Ji, Fei; Huang, Daichuan; Gao, Ya; Shi, Zhaoping; Sha, Xuan; Xu, Jiangyan; You, Siliang; Zhang, Mingzhi; Sha, Qiang. Recommanded Product: 924-99-2. The article was titled 《Facile synthesis of penta-substituted pyrroles and pyrrole-fused piperidin-4-ones via four component reactions of 2,3-diketoesters, anilines and enaminones》. The information in the text is summarized as follows:

Herein, a novel BF3.Et2O mediated four component reaction of 2,3-diketoesters RC(O)C((OH)2)C(O)R1 (R = Me, 2-phenylethenyl, naphthalen-2-yl, thiophen-2-yl, etc.; R1 = OMe, OEt, (2-methylpropyl)oxidanyl, dimethylaminyl, OBn), anilines 4-R2C6H4NH2 (R2 = H, Me, Br, methoxycarbonyl, etc.) and enaminones R3C(O)CH=CHN(CH3)2 (R3 = OEt, Ph, furan-2-yl, etc.)/R4CH=CHC(O)CH=CHN(CH3)2 (R4 = Ph, 4-methoxyphenyl), providing highly functionalized pyrroles I and pyrrole-fused piperidin-4-ones II in moderate to good yields was presented. The key to success lies in the utilization of enaminone as the substrate and precise capture of the carbocation intermediate by anilines, allowing the amination to occur at the 5-position smoothly. This strategy is potentially applicable to diverse nucleophilic reagents. Moreover, an intramol. version of this strategy can be utilized to form fused heterocycles.Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Recommanded Product: 924-99-2) was used in this study.

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Recommanded Product: 924-99-2

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

Reference of Ethyl 3-(dimethylamino)acrylateOn October 28, 2019 ,《Ring opening dissociation of cationic twisted conformer by conformer-specific cyclopentanone photoionization》 was published in Journal of Chemical Physics. The article was written by Lee, Yu Ran; Kim, Myung Hwa; Kwon, Chan Ho. The article contains the following contents:

We investigated the dissociation processes of a cationic conformer, induced by conformer-specific photoionization of cyclopentanone (CP) using a one-photon vacuum UV (VUV) laser pulse of energy in the range 9.24-9.92 eV for a few nanoseconds, generated by four-wave difference frequency mixing in a Kr cell. The adiabatic ionization energy of the CP was accurately determined to be 9.2697 ± 0.0009 eV, based on the VUV photoionization efficiency curve obtained using high-resolution VUV-photoionization time-of-flight (TOF) mass spectroscopy. The constructed potential energy contours, associated with the twisting and out-of-plane motions in the S0 and D0 states, revealed that the ionization energy value corresponded to a twisted conformer with C2 symmetry at the global min. Subsequently, the low photon energy above the ionization onset of the twisted conformer in the CP led to C2H4 elimination, producing a C3H4O+ fragment directly prior to CO elimination for the C4H8+ fragment. The appearance energies for the C3H4O+ and C4H8+ were determined to be 9.7068 ± 0.0017 eV and 9.7483 ± 0.0017 eV, resp., by measuring the fragmentation yield curves for two fragments analyzed in the TOF mass spectra. The formation enthalpy for each fragment ion at 0 K, evaluated using the measured and thermochem. data, enabled the realization of plausible structures for the produced fragment ions. Consequently, based on the results of the quantum chem. calculation on the dissociation processes of the twisted CP cation (t-CP+), we suggest that the fragmentation processes to C3H4O+ and C4H8+ correspond to the methylketene and (E)-2-butene cations, resp. (c) 2019 American Institute of Physics. In the experiment, the researchers used Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Reference of Ethyl 3-(dimethylamino)acrylate)

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Reference of Ethyl 3-(dimethylamino)acrylate

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

Recommanded Product: 869116-29-0On October 17, 2005 ,《New guanidinium-based carboxylate receptors derived from 5-amino-pyrrole-2-carboxylate: synthesis and first binding studies》 was published in Tetrahedron Letters. The article was written by Schmuck, Carsten; Dudaczek, Juergen. The article contains the following contents:

Acylaminopyrrolecarbonyl guanidinium trifluoroacetates I•CF3CO2H [R = MeCO, (S)-MeCONHCH(Me2CH)CO] or picrate I•2,4,6-(NO2)3C6H2OH [R = (S)-MeCONHCH(Me2CH)CO] are prepared; the binding constants for the binding of tetramethylammonium N-acetyl-L-alaninate and tetramethylammonium O-acetyl-L-lactate to I [R = MeCO, (S)-MeCONHCH(Me2CH)CO] are measured in aqueous DMSO. Nitration of Me 2-pyrrolecarboxylate and Me 3,4-dimethyl-2-pyrrolecarboxylate gave products in low yields; nitration of 2-(trichloroacetyl)pyrrole followed by base hydrolysis of the trichloroacetyl group and reduction of the nitro group provides Me 5-amino-2-pyrrolecarboxylate (II), the key building block for the preparation of I [R = MeCO, (S)-MeCONHCH(Me2CH)CO]. Acetylation of the free amine of II, hydrolysis of the Me ester, PyBOP-mediated coupling of the carboxylic acid with Boc-guanidine, and deprotection of the Boc-protected guanidine with trifluoroacetic acid provides I•CF3CO2H (R = MeCO); DCC-mediated coupling of II with N-acetyl-L-valine, hydrolysis of the Me ester, coupling with N-Boc-guanidine, and Boc deprotection provides I•F3CCO2H [R = (S)-MeCONHCH(Me2CH)CO] which is converted to its picrate salt I•2,4,6-(NO2)3C6H2OH [R = (S)-MeCONHCH(Me2CH)CO]. The substrate selectivities and the relative binding affinities for amide- and ester-containing carboxylates of I are altered from those of previously studied aminocarbonylpyrrolecarbonylguanidines in which the pendant carbonylamino group is reversed; the binding of N-acetyl-L-alaninate by I•H+ [R = MeCO, (S)-MeCONHCH(Me2CH)CO] is preferred to the binding of O-acetyl-L-lactate. Changes in binding affinity and selectivity are rationalized using the calculated structure of the complex of I (R = MeCO) and O-acetyl-L-lactate. In the part of experimental materials, we found many familiar compounds, such as Methyl 5-amino-1H-pyrrole-2-carboxylate(cas: 869116-29-0Recommanded Product: 869116-29-0)

Methyl 5-amino-1H-pyrrole-2-carboxylate(cas: 869116-29-0) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Recommanded Product: 869116-29-0

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

Electric Literature of C9H8O4On June 1, 2021, Ma, Fei; Li, Jie; Zhang, Shuning; Gu, Yuang; Tan, Tingting; Chen, Wanting; Wang, Shuyue; Ma, Peixiang; Xu, Hongtao; Yang, Guang; Lerner, Richard A. published an article in Chemistry – A European Journal. The article was 《DNA-Encoded Libraries: Hydrazide as a Pluripotent Precursor for On-DNA Synthesis of Various Azole Derivatives》. The article mentions the following:

A phylogenic chem. transformation strategy using DNA-conjugated benzoyl hydrazine as a common versatile precursor in azole chem. expansion of DNA-encoded combinatorial chem. library (DEL) has been described. DNA-compatible reactions deriving from the common benzoyl hydrazines, e.g., I (R = DNA) precursor showed excellent functional group tolerance with exceptional efficiency in the synthesis of various azoles, including oxadiazoles, e.g., II thiadiazoles, and triazoles, under mild reaction conditions. The phylogenic chem. transformation strategy provides DELs a facile way to expand into various unique chem. spaces with privileged scaffolds and pharmacophores. The experimental part of the paper was very detailed, including the reaction process of 3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0Electric Literature of C9H8O4)

3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Electric Literature of C9H8O4 They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market.

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

In 2022,Zhou, Yin; Gao, Cheng-Feng; Ma, Hai; Nie, Jing; Ma, Jun-An; Zhang, Fa-Guang published an article in Chemistry – An Asian Journal. The title of the article was 《Quadruple Functionalized Pyrazole Pharmacophores by One-pot Regioselective [3+2] Cycloaddition of Fluorinated Nitrile Imines and Dicyanoalkenes》.Formula: C4H5ClO3 The author mentioned the following in the article:

A quadruple functionalization approach for the modular construction of fully substituted N1-aryl 3-di/trifluoro-methyl-4/5-cyanopyrazole pharmacophores from readily available hydrazonyl chlorides and dicyanoalkenes was presented. The realization of this [3+2] cycloaddition reaction hinges upon the employment of N-aryl di/trifluoromethyl nitrile imines as the 1,3-dipoles to bypass external synthetic steps and dicyanoalkenes as the dipolarophiles to tune the regioselectivity. This one-pot strategy offered access to a divergent library of cyano analogs of prevalent 3-di/trifluoromethyl pyrazole pharmacophores, among which several compounds have shown potent inhibitory activity towards cyclooxygenase 2 (COX-2) compared with marketed drug Celecoxib. The experimental process involved the reaction of Ethyl oxalyl monochloride(cas: 4755-77-5Formula: C4H5ClO3)

Ethyl oxalyl monochloride(cas: 4755-77-5) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Formula: C4H5ClO3

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

Han, Xin; Zhao, Lijie; Xiang, Weiguo; Qin, Chong; Miao, Bukeyan; McEachern, Donna; Wang, Yu; Metwally, Hoda; Wang, Lu; Matvekas, Aleksas; Wen, Bo; Sun, Duxin; Wang, Shaomeng published an article in 2021. The article was titled 《Strategies toward Discovery of Potent and Orally Bioavailable Proteolysis Targeting Chimera Degraders of Androgen Receptor for the Treatment of Prostate Cancer》, and you may find the article in Journal of Medicinal Chemistry.Recommanded Product: Methyl 4-fluorobenzoate The information in the text is summarized as follows:

Proteolysis targeting chimera (PROTAC) small-mol. degraders have emerged as a promising new type of therapeutic agents, but the design of PROTAC degraders with excellent oral pharmacokinetics is a major challenge. In this study, we present our strategies toward the discovery of highly potent PROTAC degraders of androgen receptor (AR) with excellent oral pharmacokinetics. Employing thalidomide to recruit cereblon/cullin 4A E3 ligase and through the rigidification of the linker, we discovered highly potent AR degraders with good oral pharmacokinetic properties in mice with ARD-2128 (I) being the best compound ARD-2128 achieves 67% oral bioavailability in mice, effectively reduces AR protein and suppresses AR-regulated genes in tumor tissues with oral administration, leading to the effective inhibition of tumor growth in mice without signs of toxicity. This study supports the development of an orally active PROTAC AR degrader for the treatment of prostate cancer and provides insights and guidance into the design of orally active PROTAC degraders. In the experiment, the researchers used many compounds, for example, Methyl 4-fluorobenzoate(cas: 403-33-8Recommanded Product: Methyl 4-fluorobenzoate)

Methyl 4-fluorobenzoate(cas: 403-33-8) can be used in the synthesis of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH2-substituted benzyl moiety.Recommanded Product: Methyl 4-fluorobenzoate

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

Xiao, Jing; Guo, Fengzhe; Li, Yinfeng; Li, Fangshao; Li, Qiang; Tang, Zi-Long published an article in 2021. The article was titled 《Iodine Promoted Conversion of Esters to Nitriles and Ketones under Metal-Free Conditions》, and you may find the article in Journal of Organic Chemistry.Formula: C8H7FO2 The information in the text is summarized as follows:

In the present study, novel strategy to prepare valuable nitriles and ketones through the conversion of esters under metal-free conditions were reported. By using the I2/PCl3 system, various substrates including aliphatic and aromatic esters reacted with acetonitrile and arenes to afford the desired products in good to excellent yields. This method was compatible with a number of functional groups and provided a simple and practical approach for the synthesis of nitrile compounds and aryl ketones. The results came from multiple reactions, including the reaction of Methyl 4-fluorobenzoate(cas: 403-33-8Formula: C8H7FO2)

Methyl 4-fluorobenzoate(cas: 403-33-8) can be used in the synthesis of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH2-substituted benzyl moiety.Formula: C8H7FO2

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

Zhang, Xueguo; Wang, Peigen; Zhu, Liangwei; Chen, Baohua published an article in 2021. The article was titled 《Rhodium(III)-catalyzed chemodivergent annulations between phenyloxazoles and diazos via C-H activation》, and you may find the article in Chinese Chemical Letters.Electric Literature of C7H12O3 The information in the text is summarized as follows:

Acid-controlled, chemodivergent and redox-neutral annulations for the synthesis of isocoumarins I (R = t-Bu, 4-bromophenyl, cyclohexyl, thiophen-2-yl, etc.; R1 = Me, Et, Ph; R2 = Me, Et, t-Bu) and isoquinolinones II (R3 = t-Bu, heptyl, furan-2-yl, etc.) have been realized via Rh(III)-catalyzed C-H activation. Diazo compounds R1C(O)C(=N2)C(O)OR2 act as a carbene precursor, and coupling occurs in one-pot process, where adipic acid and trimethylacetic acid promote chemodivergent cyclizations. In the experimental materials used by the author, we found Ethyl 3-oxopentanoate(cas: 4949-44-4Electric Literature of C7H12O3)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Electric Literature of C7H12O3

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