Category: 19788-49-9

Stojanovic, Milovan published the artcileendo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines, COA of Formula: C5H10O2S, the publication is Tetrahedron (2011), 67(49), 9541-9554, database is CAplus.

Endo-Mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined as a route to the synthesis of condensed thiazolidines. The scope of these reactions and stereochem. outcome are discussed and explained using quantum chem. calculations

Tetrahedron published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C9H9BrO2, COA of Formula: C5H10O2S.

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

Stojanovic, Milovan published the artcileSynthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions, COA of Formula: C5H10O2S, the publication is Organic & Biomolecular Chemistry (2012), 10(3), 575-589, database is CAplus and MEDLINE.

Syntheses of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined and discussed. The formation of (5,6)-membered systems was feasible with all nucleophiles tried (O, S and N), while the closing of the five-membered ring was restricted to O- and S-nucleophiles. The closure of a four-membered ring failed. Instead, the bicyclic (5,6)-membered acetal derivative and the tricyclic system with an eight-membered central ring were obtained from the substrates containing O and S nucleophilic moieties, resp. The reaction outcome and stereochem. are rationalized using quantum chem. calculations at B3LYP/6-31G(d) level. The exclusive cis-stereoselectivity in the formation of (5,6)- and (5,5)-membered systems results from thermodn. control, whereas the formation of the eight-membered ring was kinetically controlled.

Organic & Biomolecular Chemistry published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C13H17BF3NO2, COA of Formula: C5H10O2S.

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

Dzambaski, Zdravko published the artcile2-Alkylidene-4-oxothiazolidine S-oxides: synthesis and stereochemistry, Safety of Ethyl 2-mercaptopropanoate, the publication is Tetrahedron (2013), 69(31), 6436-6447, database is CAplus.

A series of 5-unsubstituted and 5-substituted 2-alkylidene-4-oxothiazolidine-S-oxides were synthesized by the sulfur-oxidation with m-CPBA. The stereochem. of 5-substituted sulfoxides was determined by means of NMR spectroscopy and DFT theor. calculations It was found that the thermodynamically less stable anti-isomer was initially formed in the course of the oxidation, but it underwent epimerization to the mixture enriched in the more stable syn-isomer, during the work-up process. The higher stability of syn-isomers is ascribed to the stronger hyperconjugative σ_C-H→σ*_S-O interaction vs. the weaker σ_C-C→σ*_S-O delocalization in their anti-counterparts and to the existence of intramol. 1,5-CH···O hydrogen bonds.

Tetrahedron published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Safety of Ethyl 2-mercaptopropanoate.

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

Gabriele, Bartolo published the artcileSynthesis of Substituted Thiophenes by Palladium-Catalyzed Heterocyclodehydration of 1-Mercapto-3-yn-2-ols in Conventional and Nonconventional Solvents, Product Details of C5H10O2S, the publication is Journal of Organic Chemistry (2012), 77(21), 9905-9909, database is CAplus and MEDLINE.

A variety of readily available 1-mercapto-3-yn-2-ols were conveniently converted into the corresponding thiophenes in good to high yields in MeOH as the solvent at 50-100 °C in the presence of catalytic amounts (1-2%) of PdI₂ in conjunction with KI (KI:PdI₂ molar ratio = 10). The catalyst could be made recyclable employing an ionic liquid, such as BmimBF₄, as the solvent under suitable conditions.

Journal of Organic Chemistry published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Product Details of C5H10O2S.

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

Gabriele, Bartolo published the artcileAn Iodocyclization Approach to Substituted 3-Iodothiophenes, Safety of Ethyl 2-mercaptopropanoate, the publication is Journal of Organic Chemistry (2012), 77(17), 7640-7645, database is CAplus and MEDLINE.

A novel approach to 3-iodothiophenes by direct iodocyclization of alkynylthiol derivatives is presented. A variety of 1-mercapto-3-yn-2-ols (readily available from alkynylation of the corresponding alpha-mercapto ketones or alpha-mercapto esters) were smoothly converted into the corresponding 3-iodothiophene derivatives in good yields by reaction with mol. iodine in the presence of NaHCO₃ at room temperature in MeCN as the solvent.

Journal of Organic Chemistry published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Safety of Ethyl 2-mercaptopropanoate.

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

Jin, Jian published the artcileAlcohols as alkylating agents in heteroarene C-H functionalization, COA of Formula: C5H10O2S, the publication is Nature (London, United Kingdom) (2015), 525(7567), 87-90, database is CAplus and MEDLINE.

Primary alcs., diols containing at least one primary alc. moiety, and tetrahydrofurans acted as alkylating agents for six-membered nitrogen heterocycles such as isoquinolines, quinolines, and pyridines in the presence of an iridium photocatalyst Ir(ppy)₂(dtbbp)PF₆ (ppy = 1,2′-phenylpyridinediyl; dtbpy = 4,4′-di-tert-butyl-2,2-bipyridine), a thiol such as α-mercaptopropanoic acid, and p-toluenesulfonic acid in DMSO under blue LED light to yield alkylated heterocycles such as 1-methylisoquinoline in 43-98% yields. The medicinal agents fasudil dihydrochloride and milrinone were methylated and 3-phenylpropylated, resp., using this method in 82% and 43% yields. The method avoids the use of thermal conditions or stoichiometric oxidants. The mechanism was studied using fluorescence quenching experiments; the key step in the process is proposed to be the spin-center shift of a hydroxyalkylheteroaryl radical to yield an alkylheteroaryl radical with loss of water, precedented in biol. and synthetic settings. In the absence of a thiol, the radical generated from 1-isoquinolinemethanol coupled with two alkenes and two 1-pyrrolecarboxylates to yield dihydrobenzoisoquinolines and pyrrolylmethylisoquinolines, resp., in 25-65% yields.

Nature (London, United Kingdom) published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, COA of Formula: C5H10O2S.

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

Rayne, Sierra published the artcilepH dependent partitioning behaviour of food and beverage aroma compounds between air-aqueous and organic-aqueous matrices, Recommanded Product: Ethyl 2-mercaptopropanoate, the publication is Flavour and Fragrance Journal (2016), 31(3), 228-234, database is CAplus.

Aroma compounds in the Flavornet database were screened for ionizable functional groups such as carboxylic acids, aliphatic and aromatic amines, phenols, alcs. and thiols. Of the 738 aroma compounds listed in this database, 101 mols. have ionizable moieties with estimated monomeric aqueous pK_a values ranging between 1.75 and 10.97. pH dependent effective air/water partitioning coefficients (K_aw,eff) and n-octanol/water partitioning coefficients (D_ow) were estimated for all ionizable aroma compounds over the pH range from 0 to 14. The ionizable aroma compounds display a broad range of K_aw,eff (1.8 × 10^-23 to 6.1 atm M^-1) and log D_ow (-6.2 to +7.2 units) values. For many aroma compounds, pH dependent ionization will have a significant effect on K_aw,eff and D_ow, leading to variations in these physico-chem. properties by up to 11 orders of magnitude over the composite pH range of common foods and beverages. Changes in food and beverage pH affect not only the relative contributions of neutral vs. charged forms of ionizable aroma compounds (which directly affects analyte volatility and olfactory reception), but also partitioning between freely dissolved and sorbed forms of the analyte in solution (which indirectly affects analyte volatility). Copyright © 2015 John Wiley & Sons, Ltd.

Flavour and Fragrance Journal published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Recommanded Product: Ethyl 2-mercaptopropanoate.

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

Rayne, Sierra published the artcileCarboxylic acid ester hydrolysis rate constants for food and beverage aroma compounds, Synthetic Route of 19788-49-9, the publication is Flavour and Fragrance Journal (2016), 31(5), 385-394, database is CAplus.

Aroma compounds in the Flavornet database were screened for potentially hydrolysable carboxylic acid ester functionalities. Of 738 aroma compounds listed in this database, 140 mols. contain carboxylic acid ester groups that may be amenable to hydrolysis in various food and beverage products. Acid- (k_A) and base- (k_B) catalyzed and neutral (k_N) hydrolysis rate constants in pure water at 25°C were calculated for these aroma compounds Where available, good agreement between theor. and exptl. hydrolytic half-lives was obtained at various pH values. Wide ranges and broad frequency distributions for k_A, k_B, and k_N are expected among the various hydrolyzable aroma compounds, with calculated k_A ranging from 3.7 × 10^-8 to 4.7 × 10^-4 M^-1 s^-1, calculated k_B ranging from 4.3 × 10^-4 to 43 M^-1 s^-1, and calculated k_N ranging from 4.2 × 10^-17 to 7.6 × 10^-9 M^-1 s^-1. The resulting hydrolytic half-lives also range widely, from 10 days to 370 years at pH 2.8, 18 days to 4,900 years at pH 4.0, 1.8 days to 470 years at pH 7.0, and 26 min to 5.1 years at pH 9.0. The findings illustrate the importance of considering abiotic hydrolysis and matrix pH when modeling the evolution of sensory characteristics for foods and beverages with carboxylic acid ester based aroma compounds Copyright © 2016 John Wiley & Sons, Ltd.

Flavour and Fragrance Journal published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Synthetic Route of 19788-49-9.

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

Long, Madeline F. published the artcileDiscovery of a novel 2,4-dimethylquinoline-6-carboxamide M₄ positive allosteric modulator (PAM) chemotype via scaffold hopping, Recommanded Product: Ethyl 2-mercaptopropanoate, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(22), 4999-5001, database is CAplus and MEDLINE.

This Letter details our efforts to replace the 3-amino moiety, an essential pharmacophore for M₄ PAM activity in most M₄ PAMs to date, within the thieno[2,3-b]pyridine core, as the β-amino carboxamide motif has been shown to engender poor solubility, varying degrees of P-gp efflux and represents a structural alert. A scaffold hopping exercise identified a novel 2,4-dimethylquinoline carboxamide core that provided M₄ PAM activity and good CNS penetration without an amino moiety. In addition, MacMillan photoredox catalysis chem. was essential for construction of the 2,4-dimethylquinoline core.

Bioorganic & Medicinal Chemistry Letters published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Recommanded Product: Ethyl 2-mercaptopropanoate.

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

Serushkina, O. V. published the artcileRegioselective replacement of nitro groups in 2,4,6-trinitrotoluene under the action of alkanethiols. Synthesis of ortho-(alkylthio)-substituted nitrotoluenes and their oxidation to sulfoxides and sulfones, Formula: C5H10O2S, the publication is Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya) (2001), 50(2), 261-264, database is CAplus.

The reactions of 2,4,6-trinitrotoluene with alkanethiols in the presence of K₂CO₃ (the molar ratio of the reactants is 1: 1: 1) in dipolar aprotic solvents result in selective replacement of the ortho-nitro group to form 2-alkylthio-4,6-dinitrotoluenes, which can be oxidized to the corresponding sulfoxides of sulfones. The 2nd ortho-nitro group can be replaced under the action of one more equivalent of alkanethiol on sulfides as exemplified in PhCH₂SH.

Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya) published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C10H18O, Formula: C5H10O2S.

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