Category: esters-buliding-blocks

Clarke, Joshua A. published the artcileBase-Catalyzed Hydrosilylation of Nitriles to Amines and Esters to Alcohols, Synthetic Route of 10287-53-3, the publication is European Journal of Organic Chemistry (2021), 2021(31), 4434-4439, database is CAplus.

Base-catalyzed hydrosilylation of nitriles to amines and esters to silylated alcs. is reported. This protocol tolerates electron-rich and electron-neutral olefins and works in the presence of basic functional groups (e. g. tertiary amines) but fails for acidic substrates, such as phenols and NH anilines. This catalytic system does not tolerate carbonyl groups, such as aldehydes, ketones, esters and carbamides, which are reduced to corresponding alcs. and amines. With the exact amount of silane, esters can be selectively reduced in the presence of nitriles, but the selectivity drops for the pairs ester/carboxamide and carboxamide/nitrile. Through competition experiments, the following preference in functional group reactivity was determined: ester > carboxamide > nitrile.

European Journal of Organic Chemistry published new progress about 10287-53-3. 10287-53-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Ester, name is Ethyl 4-dimethylaminobenzoate, and the molecular formula is C11H15NO2, Synthetic Route of 10287-53-3.

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

Valentijn, A. Rob P. M. published the artcileSolid-phase synthesis of lysine-based cluster galactosides with high affinity for the asialoglycoprotein receptor, Related Products of esters-buliding-blocks, the publication is Tetrahedron (1997), 53(2), 759-770, database is CAplus.

Structurally well defined di- and tri-antennary lysine-based galactose- and N-acetylgalactosamine-containing ligands for the hepatic asialoglycoprotein receptor (ASGP-R) could be assembled on a solid support. This methodol. allowed easy introduction of spaceres, the length of which could be readily accommodated for optimal binding to the ASGP-R.

Tetrahedron published new progress about 10378-06-0. 10378-06-0 belongs to esters-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Ester,Inhibitor,Inhibitor, name is (3aR,5R,6R,7R,7aR)-5-(Acetoxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazole-6,7-diyl diacetate, and the molecular formula is C19H17N2NaO4S, Related Products of esters-buliding-blocks.

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

Loefstedt, Christer published the artcileSex pheromone components of the turnip moth, Agrotis segetum: chemical identification, electrophysiological evaluation and behavioral activity, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate, the publication is Journal of Chemical Ecology (1982), 8(10), 1305-21, database is CAplus and MEDLINE.

Anal. of female abdominal tips of A. segetum by gas chromatog.-mass spectrometry showed the presence of 13 aliphatic acetates and alcs. (Z)-7-Dodecenyl acetate was the main component in the extracts (� ng/female). (Z)-9-Tetradecenyl acetate and (Z)-7-dodecenol were present to the extent of 49 and 19%, resp., of the main component. Minor components were identified as decyl acetate, (Z)-5-decenyl acetate, dodecyl acetate, (Z)-9-dodecenyl acetate, tetradecyl acetate, a tetradecenyl acetate, hexadecyl acetate, a hexadecenyl acetate, (Z)-5-decenol, and (Z)-9-tetradecenol. Tested by electroantennog., (Z)-5-decenyl acetate evoked the highest response among pheromone candidates, followed by (E)-5-decenyl acetate and (Z)-7-dodecenyl acetate. Single-cell recordings from 100 male antennal sensilla trichodea revealed receptor cells highly sensitive to (Z)-5-decenyl, (Z)-7-dodecenyl, (Z)-8-dodecenyl, and (Z)-9-tetradecenyl acetates as well as (Z)-5-decenol. The (Z)-5-decenyl, (Z)-7-dodecenyl, and (Z)-9-tetradecenyl acetate receptors were activated also by female extracts When tested in a tube olfactometer, a blend of decyl, (Z)-5-decenyl, (Z)-7-dodecenyl, and (Z)-9-tetradecenyl acetates evoked the same male response as did female glands. Tested in the field, this blend was more attractive than virgin females.

Journal of Chemical Ecology 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, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate.

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

Loefstedt, Christer published the artcileSex pheromone of the cone pyralid Dioryctria abietella, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate, the publication is Entomologia Experimentalis et Applicata (1983), 34(1), 20-6, database is CAplus.

Gas chromatog. analyses coupled with electroantennog. detection indicated that (Z,E)-9,11-tetradecadienyl acetate (I) is a pheromone component of D. abietella. Gas chromatog. and mass spectrometric analyses confirmed the presence of a tetradecadienyl acetate with mass spectrum and retention index identical to those of I. A receptor cell sensitive to both I and the female extract was identified on the male antenna. An addnl. receptor cell sensitive to (Z)-9-tetradecenyl acetate and (Z,E)-9,12-tetradecadienyl acetate was found on the male antenna but was not activated by the female extract In the field, I presented alone attracted significant numbers of male D. abietella. Addition of (Z)-9-tetradecenyl acetate inhibited the attraction of males to traps.

Entomologia Experimentalis et Applicata 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, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate.

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

Zhong, Michael published the artcilePrediction of multiple sclerosis outcomes when switching to ocrelizumab, Formula: C6H8O4, the publication is Multiple Sclerosis Journal (2022), 28(6), 958-969, database is CAplus and MEDLINE.

Increasingly, people with relapsing-remitting multiple sclerosis (RRMS) are switched to highly effective disease-modifying therapies (DMTs) such as ocrelizumab. To determine predictors of relapse and disability progression when switching from another DMT to ocrelizumab. Patients with RRMS who switched to ocrelizumab were identified from the MSBase Registry and grouped by prior disease-modifying therapy (pDMT; interferon-β/glatiramer acetate, di-Me fumarate, teriflunomide, fingolimod or natalizumab) and washout duration (<1 mo, 1-2 mo or 2-6 mo). Survival analyses including multivariable Cox proportional hazard regression models were used to identify predictors of on-ocrelizumab relapse within 1 yr, and 6-mo confirmed disability progression (CDP). After adjustment, relapse hazard when switching from fingolimod was greater than other pDMTs, but only in the first 3 mo of ocrelizumab therapy (hazard ratio (HR) = 3.98, 95% confidence interval (CI) = 1.57-11.11, p = 0.004). The adjusted hazard for CDP was significantly higher with longer washout (2-6 m compared to <1 m: HR = 9.57, 95% CI = 1.92-47.64, p = 0.006). The risk of disability worsening during switch to ocrelizumab is reduced by short treatment gaps. Patients who cease fingolimod are at heightened relapse risk in the first 3 mo on ocrelizumab. Prospective evaluation of strategies such as washout reduction may help optimize this switch.

Multiple Sclerosis Journal published new progress about 624-49-7. 624-49-7 belongs to esters-buliding-blocks, auxiliary class Inhibitor,Natural product, name is Dimethyl fumarate, and the molecular formula is C10H16Br3N, Formula: C6H8O4.

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

Gao, Yongzhi published the artcileBisubstrate Inhibitors of Nicotinamide N-Methyltransferase (NNMT) with Enhanced Activity, Name: 3-(Methoxycarbonyl)benzoic acid, the publication is Journal of Medicinal Chemistry (2019), 62(14), 6597-6614, database is CAplus and MEDLINE.

Nicotinamide N-methyltransferase (NNMT) catalyzes the methylation of nicotinamide to form N-methylnicotinamide. Overexpression of NNMT is associated with a variety of diseases, including a number of cancers and metabolic disorders, suggesting a role for NNMT as a potential therapeutic target. By structural modification of a lead NNMT inhibitor previously developed in our group, we prepared a diverse library of inhibitors to probe the different regions of the enzyme’s active site. This investigation revealed that incorporation of a naphthalene moiety, intended to bind the hydrophobic nicotinamide binding pocket via π-π stacking interactions, significantly increases the activity of bisubstrate-like NNMT inhibitors (half-maximal inhibitory concentration 1.41 μM). These findings are further supported by isothermal titration calorimetry binding assays as well as modeling studies. The most active NNMT inhibitor identified in the present study demonstrated a dose-dependent inhibitory effect on the cell proliferation of the HSC-2 human oral cancer cell line.

Journal of Medicinal Chemistry published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Name: 3-(Methoxycarbonyl)benzoic acid.

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

Rensen, Patrick C. N. published the artcileDesign and Synthesis of Novel N-Acetylgalactosamine-Terminated Glycolipids for Targeting of Lipoproteins to the Hepatic Asialoglycoprotein Receptor, COA of Formula: C14H19NO8, the publication is Journal of Medicinal Chemistry (2004), 47(23), 5798-5808, database is CAplus and MEDLINE.

A novel glycolipid has been prepared that contains a cluster glycoside with an unusually high affinity for the asialoglycoprotein receptor (ASGPr) and a bile acid moiety that mediates stable incorporation into lipidic particles. The glycolipid spontaneously associated with low-d. lipoproteins (LDL) and high-d. lipoproteins (HDL) within human and murine plasma, and loading of lipoproteins with this glycolipid resulted in an efficient dose-dependent recognition and uptake of LDL and HDL by the liver (and not by spleen) upon i.v. injection into wild-type mice. Preinjection with asialoorosomucoid largely inhibited the uptake, establishing that both HDL and LDL were selectively recognized and processed by the ASGPr on liver parenchymal cells. Finally, repeated i.v. administration of the glycolipid to hyperlipidemic LDL receptor-deficient mice evoked an efficient and persistent cholesterol-lowering effect. These results indicate that the glycolipid may be a promising alternative for the treatment of hyperlipidemic patients who do not respond sufficiently to current cholesterol-lowering therapies.

Journal of Medicinal Chemistry published new progress about 10378-06-0. 10378-06-0 belongs to esters-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Ester,Inhibitor,Inhibitor, name is (3aR,5R,6R,7R,7aR)-5-(Acetoxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazole-6,7-diyl diacetate, and the molecular formula is C14H19NO8, COA of Formula: C14H19NO8.

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

Guntreddi, Tirumaleswararao published the artcileDirect conversion of methylarenes into dithiocarbamates, thioamides, and benzyl esters, Related Products of esters-buliding-blocks, the publication is Tetrahedron (2014), 70(25), 3887-3892, database is CAplus.

A new strategy for the synthesis of a variety of dithiocarbamates and thioamides was developed employing inexpensive and readily available methylarenes under metal-free and solvent-free conditions. The approach offers a one-pot procedure and was also extended to the synthesis of a diverse range of benzyl esters. The structures of the compounds were established on the basis of spectroscopic data and confirmed by single crystal x-ray diffraction anal. of 2-chlorobenzyl pyrrolidine-1-carbodithioate (I). The Crystallog. data of I were deposited at the Cambridge Crystallog. Data Center as supplementary publication number CCDC 978710.

Tetrahedron published new progress about 3052-61-7. 3052-61-7 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Amide, name is Benzyl diethylcarbamodithioate, and the molecular formula is C12H17NS2, Related Products of esters-buliding-blocks.

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

Lebedeva, K. V. published the artcileStudy of pheromones in the populations of Mamestra oleracea (Lepidoptera: Noctuidae), Application In Synthesis of 16974-11-1, the publication is Agrokhimiya (2002), 72-81, database is CAplus.

The volatiles of live male Mamestra oleracea populations were observed to contain main pheromone components Z11-hexadecenyl acetate, Z9-hexadecenyl acetate, Z11-hexadecenol and various amounts of minor components in each population. In field experiments in 3 regions there were active mixtures of Z11-hexadecenyl acetate, Z11-hexadecenol and Z11-tetradecenol in various levels and ratios.

Agrokhimiya 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

Green, Samantha A. published the artcileIron-Nickel Dual-Catalysis: A New Engine for Olefin Functionalization and the Formation of Quaternary Centers, Recommanded Product: 3-Methylbut-2-en-1-yl benzoate, the publication is Journal of the American Chemical Society (2018), 140(36), 11317-11324, database is CAplus and MEDLINE.

Alkene hydroarylation forms carbon-carbon bonds between two foundational building blocks of organic chem.: olefins and aromatic rings. In the absence of electronic bias or directing groups, only the Friedel-Crafts reaction allows arenes to engage alkenes with Markovnikov selectivity to generate quaternary carbons. However, the intermediacy of carbocations precludes the use of electron-deficient arenes, including Lewis basic heterocycles. Here we report a highly Markovnikov-selective, dual-catalytic olefin hydroarylation that tolerates arenes and heteroarenes of any electronic character. Hydrogen atom transfer controls the formation of branched products and arene halogenation specifies attachment points on the aromatic ring. Mono-, di-, tri-, and tetra-substituted alkenes yield Markovnikov products including quaternary carbons within nonstrained rings.

Journal of the American Chemical Society 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