Esters-buliding-blocks

Starchman, Evangeline S. published the artcileSynthesis of (±)-rupestines B and C by intramolecular Mizoroki-Heck cyclization, Related Products of esters-buliding-blocks, the publication is Tetrahedron Letters (2020), 61(19), 151837, database is CAplus.

The total synthesis of rupestines B and C, I (R = α-Me, β-Me, resp.), two guaipyridine sesquiterpene alkaloids, is reported. These compounds are isolated from Artemisia rupestris L. and have structural similarities to that of cananodine, a guaipyridine alkaloid with activity against two liver cancer cell lines. The synthesis of rupestines B and C was accomplished in six steps using an intramol. Mizoroki-Heck cyclization as the key-step to form the seven-membered carbocycle of the targets.

Tetrahedron Letters published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C2H4ClNO, Related Products of esters-buliding-blocks.

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

Groot, Astrid T. published the artcileHost strain specific sex pheromone variation in Spodoptera frugiperda, Product Details of C14H26O2, the publication is Frontiers in Zoology (2008), No pp. given, database is CAplus and MEDLINE.

The fall armyworm Spodoptera frugiperda consists of 2 distinct strains with different host plant preferences for corn and rice. To assess whether pheromonal-mediated behavioral isolation accompanies the habitat isolation on different host plants, we compared the sex pheromone composition among females of the 2 strains. Pheromone glands were extracted with or without injection of pheromone biosynthesis activating neuropeptide (PBAN). To assess the mode of inheritance of this variation, we also analyzed the pheromone composition of F₁ hybrid females. Relative to intra-strain variation, the pheromone composition of the 2 strains differed significantly. Corn strain females contained significantly more of the 2nd most abundant pheromone compound Z11-16:Ac (m), and significantly less of most other compounds, than rice strain females. When females were injected with PBAN before their glands were extracted, the differences between the strains were less pronounced but still significant. The pheromone composition of hybrid females showed a maternal inheritance of the major component Z9-14:Ac (M) as well as of Z11-16:Ac (m). Most other compounds showed an inheritance indicating genetic dominance of the corn strain. The within-strain phenotypic correlations among the various components were consistent with their hypothesized biosynthetic pathway, and between-strain differences in the correlation structure suggested candidate genes that may explain the pheromone differences between the 2 strains. These include Δ9- and Δ11 desaturases, and possibly also a Δ7-desaturase, although the latter has not been identified in insects so far. The 2 host strains of S. frugiperda produce systematically differing female sex pheromone blends. Previously-documented geog. variation in the sexual communication of this species did not take strain identity into account, and thus may be partly explained by different strain occurrence in different regions. The finding of pheromone differences reinforces the possibility of incipient reproductive isolation among these strains, previously shown to differ in the timing of nocturnal mating activity and host plant use. Finding the genetic basis of the pheromone differences, as well as these other biol. traits, will help to elucidate the role of premating isolation in the continuing differentiation of these two strains that may eventually lead to speciation.

Frontiers in Zoology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Product Details of C14H26O2.

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

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

Rolli, Enrico published the artcilePhytotoxic Effects and Phytochemical Fingerprinting of Hydrodistilled Oil, Enriched Fractions, and Isolated Compounds Obtained from Cryptocarya massoy (Oken) Kosterm. Bark, Recommanded Product: 3-Methylbut-2-en-1-yl benzoate, the publication is Chemistry & Biodiversity (2016), 13(1), 66-76, database is CAplus and MEDLINE.

The hydrodistd. oil of Cryptocarya massoy bark was characterized by GC-FID and GC/MS analyses, allowing the identification of unusual C₁₀ massoia lactone (3, 56.2%), C₁₂ massoia lactone (4, 16.5%), benzyl benzoate (1, 12.7%), C₈ massoia lactone (3.4%), δ-decalactone (5, 1.5%), and benzyl salicylate (2, 1.8%) as main constituents. The phytotoxic activities of the oil, three enriched fractions (lactone-rich, ester-rich, and sesquiterpene-rich), and four constituents (compounds 1, 2, 5, and δ-dodecalactone (6)) against Lycopersicon esculentum and Cucumis sativus seeds and seedlings were screened. At a concentration of 1000 μl/l, the essential oil and the massoia lactone-rich fraction caused a complete inhibition of the germination of both seeds, and, when applied on tomato plantlets, they induced an 85 and 100% dieback, resp. These performances exceeded those of the well-known phytotoxic essential oils of Syzygium aromaticum and Cymbopogon citratus, already used in com. products for the weed and pest management. The same substances were also evaluated against four phytopathogenic bacteria and ten phytopathogenic fungi, providing EC₅₀ values against the most susceptible strains in the 100-500 μl/l range for the essential oil and in the 10-50 μl/l range for compound 6 and the lactone-rich fraction. The phytotoxic behavior was related mainly to massoia lactones and benzyl esters, while a greater amount of 6 may infer a good activity against some phytopathogenic fungi. Further investigations of these secondary metabolites are warranted, to evaluate their use as natural herbicides.

Chemistry & Biodiversity published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Recommanded Product: 3-Methylbut-2-en-1-yl benzoate.

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

Villa, C. published the artcileSolvent-free reactions as green chemistry procedures for the synthesis of cosmetic fatty esters, Computed Properties of 110-34-9, the publication is Green Chemistry (2003), 5(5), 623-626, database is CAplus.

Solid-liquid solvent-free phase transfer catalysis (PTC) and acidic catalysis in dry media were applied, as green chem. procedures, to the synthesis under mild conditions of long chain aliphatic esters of interest in the cosmetic field. The reactions were performed under conventional heating and microwave activation, analyzing the profiles of the temperature increases during the reactions and studying the yields at different reaction times. The selected esters were obtained with very good yields within short reaction times. Using Aliquat 336 as phase transfer agent, the results showed lower yields under classical heating for very short reaction times (5 min), but usually comparable to the yields obtained under microwave heating extending the reaction time up to 15 min. The simple heterogeneous mixture of reagents with catalytic amount of neat p-toluenesulfonic acid (PTSA) under classical heating leads to good results, similar to those obtained under microwave activation with regards to yields and reaction times (10 min for microwave activation/15 min for oil bath).

Green Chemistry published new progress about 110-34-9. 110-34-9 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester, name is Isobutyl palmitate, and the molecular formula is C22H18O2, Computed Properties of 110-34-9.

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

Jankowski, Pawel published the artcileThe reaction of trimethylsilylethylene oxide with α-sulfonyl anions and α,α-sulfonyl dianions. A method for stereocontrolled synthesis of (E)- and (Z)-allylic alcohols, Related Products of esters-buliding-blocks, the publication is Journal of Organometallic Chemistry (1991), 403(1-2), 49-62, database is CAplus.

(Trimethylsilyl)ethylene oxide (I) reacts with α-sulfonyl carbanions, generated from representative primary alkyl Ph sulfones, to give the corresponding O-trimethylsilyl allylic alcs., with higher selectivity for (Z)-isomers. The reaction proceeds by attachment of the nucleophile to the α-position of the α,β-epoxy alkylsilane followed by a carbon-to-oxygen shift of the trimethylsilyl group and expulsion of the benzenesulfonyl anion. The reaction of I with α,α-sulfonyl dianions followed by partial protonation of the immediate adducts affords O-trimethylsilyl allylic alcs., mainly (E)-isomers. The reaction of I with α-sulfonyl carbanions generated from secondary alkyl Ph sulfones affords α-trimethylsilyl carbinols as the only or predominant product. In this case the attachment of the nucleophile takes place at the β-position of the α,β-epoxyalkylsilane. The origin of the regio- and stereoselectivity in reactions of sulfonyl carbanions with α,β-epoxyalkylsilanes is discussed.

Journal of Organometallic Chemistry published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Related Products of esters-buliding-blocks.

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

Fiandanese, Vito published the artcileA general approach to the synthesis of monoolefinic insect sex pheromones of Z- or E-configuration, Application In Synthesis of 16974-11-1, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1985), 1115-19, database is CAplus.

Several insect sex pheromones and structurally related alkenes were prepared by 2 sequential cross-coupling reactions starting from (Z)- or (E)-BrCH:CHSPh [(Z)- or (E)-I]. Z-Isomers were prepared by sequential cross-coupling of (Z)-I with 2 Grignard reagents in the presence of [PdCl₂(PPh₃)₂] (II) and [NiCl₂(dppe)] [III; dppe = (Ph₂PCH₂)₂], resp., whereas E-isomers were prepared by sequential cross-coupling of (E)-I with Grignard reagents in the presence of III. E.g., sequential treatment of (Z)-I with Me(CH₂)₁₂MgBr in the presence of II and Me(CH₂)₇MgBr in the presence of III in Et₂O at room temperature gave 75% (Z)-Me(CH₂)₁₂CH:CH(CH₂)₇Me, the sex pheromone of the housefly.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Application In Synthesis of 16974-11-1.

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