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Showing results for oxetane
Your search for exetane retrieved no results
Oxetane-containing metabolites: origin, structures, and biological activities.
Vil V, Terent'ev AO, Al Quntar AAA, Gloriozova TA, Savidov N, Dembitsky VM. Vil V, et al. Appl Microbiol Biotechnol. 2019 Mar;103(6):2449-2467. doi: 10.1007/s00253-018-09576-z. Epub 2019 Jan 4. Appl Microbiol Biotechnol. 2019. PMID: 30610285 Review.
Cyclobutanes containing one oxygen atom in a molecule are called oxetane-containing compounds (OCC). More than 600 different OCC are found in nature; they are produced by microorganisms, and also found in marine invertebrates and algae. The greatest number of them is found …
Cyclobutanes containing one oxygen atom in a molecule are called oxetane-containing compounds (OCC). More than 600 different OCC are …
Oxetane synthesis through the Paterno-Buchi reaction.
D'Auria M, Racioppi R. D'Auria M, et al. Molecules. 2013 Sep 16;18(9):11384-428. doi: 10.3390/molecules180911384. Molecules. 2013. PMID: 24043139 Free PMC article. Review.
The Paterno-Buchi reaction is a photochemical reaction between a carbonyl compound and an alkene to give the corresponding oxetane. In this review the mechanism of the reaction is discussed. ...
The Paterno-Buchi reaction is a photochemical reaction between a carbonyl compound and an alkene to give the corresponding oxetane. I …
Oxetane Synthesis via Alcohol C-H Functionalization.
Paul S, Filippini D, Ficarra F, Melnychenko H, Janot C, Silvi M. Paul S, et al. J Am Chem Soc. 2023 Jul 26;145(29):15688-15694. doi: 10.1021/jacs.3c04891. Epub 2023 Jul 18. J Am Chem Soc. 2023. PMID: 37462721 Free PMC article.
Oxetanes are strained heterocycles with unique properties that have triggered significant advances in medicinal chemistry. ...In this Letter, we present a methodology that introduces a new synthetic disconnection to access oxetanes from native alcohol substrates. Th …
Oxetanes are strained heterocycles with unique properties that have triggered significant advances in medicinal chemistry. ...In this …
Epoxide and oxetane based liquid crystals for advanced functional materials.
Hoekstra DC, Schenning APHJ, Debije MG. Hoekstra DC, et al. Soft Matter. 2020 Jun 10;16(22):5106-5119. doi: 10.1039/d0sm00489h. Soft Matter. 2020. PMID: 32459272 Review.
In this review, we will show that LCs with cyclic ethers as polymerisable groups can be an attractive alternative to the aforementioned reactive acrylate mesogens. These epoxide and oxetane based reactive mesogens could offer a number of advantages over their acrylate-base …
In this review, we will show that LCs with cyclic ethers as polymerisable groups can be an attractive alternative to the aforementioned reac …
Tandem Amination/Oxetane Ring Opening toward Benzomorpholines.
DeRatt LG, Wang CY, Kuduk SD. DeRatt LG, et al. J Org Chem. 2021 Dec 3;86(23):17482-17486. doi: 10.1021/acs.joc.1c02166. Epub 2021 Nov 22. J Org Chem. 2021. PMID: 34807596
The overall transformation consists of an initial C-N coupling, demonstrated using traditional Ullmann or Buchwald-Hartwig conditions, followed by an in situ oxetane ring opening. A range of functionality is tolerated on the aryl ring, and the cyclization exposes a pendant …
The overall transformation consists of an initial C-N coupling, demonstrated using traditional Ullmann or Buchwald-Hartwig conditions, follo …
Unexpected Isomerization of Oxetane-Carboxylic Acids.
Chalyk B, Grynyova A, Filimonova K, Rudenko TV, Dibchak D, Mykhailiuk PK. Chalyk B, et al. Org Lett. 2022 Jul 8;24(26):4722-4728. doi: 10.1021/acs.orglett.2c01402. Epub 2022 Jun 29. Org Lett. 2022. PMID: 35766229 Free PMC article.
Many oxetane-carboxylic acids were found to be unstable. They easily isomerized into new (hetero)cyclic lactones while being stored at room temperature or slightly heated. ...
Many oxetane-carboxylic acids were found to be unstable. They easily isomerized into new (hetero)cyclic lactones while being stored a …
Oxetane Promise Delivered: Discovery of Long-Acting IDO1 Inhibitors Suitable for Q3W Oral or Parenteral Dosing.
Li D, Sloman DL, Achab A, Zhou H, McGowan MA, White C, Gibeau C, Zhang H, Pu Q, Bharathan I, Hopkins B, Liu K, Ferguson H, Fradera X, Lesburg CA, Martinot TA, Qi J, Song ZJ, Yin J, Zhang H, Song L, Wan B, DAddio S, Solban N, Miller JR, Zamlynny B, Bass A, Freeland E, Ykoruk B, Hilliard C, Ferraro J, Zhai J, Knemeyer I, Otte KM, Vincent S, Sciammetta N, Pasternak A, Bennett DJ, Han Y. Li D, et al. J Med Chem. 2022 Apr 28;65(8):6001-6016. doi: 10.1021/acs.jmedchem.1c01670. Epub 2022 Mar 3. J Med Chem. 2022. PMID: 35239336
3,3-Disubstituted oxetanes have been utilized as bioisosteres for gem-dimethyl and cyclobutane functionalities. We report the discovery of a novel class of oxetane indole-amine 2,3-dioxygenase (IDO1) inhibitors suitable for Q3W (once every 3 weeks) oral and parenter …
3,3-Disubstituted oxetanes have been utilized as bioisosteres for gem-dimethyl and cyclobutane functionalities. We report the discove …
Computational study of an oxetane 4H-pyrazole as a Diels-Alder diene.
Levandowski BJ, Abularrage NS, Graham BJ, Raines RT. Levandowski BJ, et al. Tetrahedron Lett. 2023 Oct 25;130:154768. doi: 10.1016/j.tetlet.2023.154768. Epub 2023 Sep 26. Tetrahedron Lett. 2023. PMID: 37860707 Free PMC article.
A density functional theory (DFT) investigation predicts that 4H-pyrazoles containing an oxetane functionality at the saturated center are extremely reactive despite having a relatively high-lying lowest unoccupied molecular orbital (LUMO) energy....
A density functional theory (DFT) investigation predicts that 4H-pyrazoles containing an oxetane functionality at the saturated cente …
Oxetane Substrates of Human Microsomal Epoxide Hydrolase.
Toselli F, Fredenwall M, Svensson P, Li XQ, Johansson A, Weidolf L, Hayes MA. Toselli F, et al. Drug Metab Dispos. 2017 Aug;45(8):966-973. doi: 10.1124/dmd.117.076489. Epub 2017 Jun 9. Drug Metab Dispos. 2017. PMID: 28600384
In particular, higher pK(a) in the vicinity of the oxetane and an increased distance between the oxetane ring and the benzylic nitrogen improve reaction rate, which is further enhanced by the presence of methyl groups near or on the oxetane. ...These findings …
In particular, higher pK(a) in the vicinity of the oxetane and an increased distance between the oxetane ring and the benzylic …
Oxetane-, Azetidine-, and Bicyclopentane-Bearing N-Heterocycles from Ynones: Scaffold Diversification via Ruthenium-Catalyzed Oxidative Alkynylation.
Evarts MM, Strong ZH, Krische MJ. Evarts MM, et al. Org Lett. 2023 Aug 11;25(31):5907-5910. doi: 10.1021/acs.orglett.3c02213. Epub 2023 Aug 1. Org Lett. 2023. PMID: 37527501
A process for 3-fold scaffold diversification is achieved via ruthenium-catalyzed oxidative alkynylation of commercially available oxetanols, azetidinols and bicyclopentanols to form alpha,beta-acetylenic ketones (ynones), which are subsequently converted to oxetane-, azet …
A process for 3-fold scaffold diversification is achieved via ruthenium-catalyzed oxidative alkynylation of commercially available oxetanols …
665 results