2,2,2-Trifluoroethyl Chlorooxoacetate--Universal Reagent for One-Pot Parallel Synthesis of N(1)-Aryl-N(2)-alkyl-Substituted Oxamides.

Abstract:

:A one-pot parallel synthesis of N(1)-aryl-N(2)-alkyl-substituted oxamides with 2,2,2-trifluoroethyl chlorooxoacetate was developed. The synthesis of a library of 45 oxamides revealed higher efficiency of this reagent over the known ethyl chlorooxoacetate. The reagent was successfully used to prepare the known oxamide-containing HIV entry inhibitors.

journal_name

ACS Comb Sci

authors

Bogolubsky AV,Moroz YS,Mykhailiuk PK,Pipko SE,Zhemera AV,Konovets AI,Stepaniuk OO,Myronchuk IS,Dmytriv YV,Doroschuk RA,Zaporozhets OA,Tolmachev A

doi

10.1021/acscombsci.5b00091

subject

Has Abstract

pub_date

2015-10-12 00:00:00

pages

615-22

issue

10

eissn

2156-8952

issn

2156-8944

journal_volume

17

pub_type

杂志文章
  • Optimization of Criteria for an Efficient Screening of New Thermoelectric Compounds: The TiNiSi Structure-Type as a Case-Study.

    abstract::High-throughput calculations can be applied to a large number of compounds, in order to discover new useful materials. In the present work, ternary intermetallic compounds are investigated, to find new potentially interesting materials for thermoelectric applications. The screening of stable nonmetallic compounds requ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.0c00133

    authors: Barreteau C,Crivello JC,Joubert JM,Alleno E

    更新日期:2020-12-14 00:00:00

  • Metal-free intramolecular amination: one-pot tandem synthesis of 3-substituted 4-quinolones.

    abstract::3-Substituted 4-quinolones were synthesized using a one-pot metal-free strategy in moderate to quantitative yields. Carried out in dimethylsulfoxide (DMSO) via a sequential addition of materials, the methodology is tolerant of a wide range of functional groups and applicable to library synthesis. ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co1000103

    authors: Liu QL,Li QL,Fei XD,Zhu YM

    更新日期:2011-01-10 00:00:00

  • Magnetic Bead-Immobilized Mammalian Cells Are Effective Targets to Enrich Ligand-Displaying Yeast.

    abstract::Yeast surface display empowers selection of protein binding ligands, typically using recombinant soluble antigens. However, ectodomain fragments of transmembrane targets may fail to recapitulate their true, membrane-bound form. Direct selections against adhered mammalian cells empower enrichment of genuine binders yet...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.0c00036

    authors: Lown PS,Hackel BJ

    更新日期:2020-05-11 00:00:00

  • Enantioselective Liquid-Solid Extraction (ELSE)--An Unexplored, Fast, and Precise Analytical Method.

    abstract::A novel method of evaluating the enantioselectivity of chiral receptors is investigated. It involves extraction of an ionic guest in racemic form from an ion-exchange resin to the organic solvent, where it is bound by a chiral receptor. The enantioselectivity of the examined receptor is determined simply by measuring ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.5b00075

    authors: Ulatowski F,Hamankiewicz P,Jurczak J

    更新日期:2015-09-14 00:00:00

  • Design and Combinatorial Development of Shield-1 Peptide Mimetics Binding to Destabilized FKBP12.

    abstract::On the basis of computational design, a focused one-bead one-compound library has been prepared on microparticle-encoded PEGA1900 beads consisting of small tripeptides with a triazole-capped N-terminal. The library was screened towards a double point-mutated version of the human FKBP12 protein, known as the destabiliz...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00197

    authors: Madsen D,Jørgensen FP,Palmer D,Roux ME,Olsen JV,Bols M,Schoffelen S,Diness F,Meldal M

    更新日期:2020-03-09 00:00:00

  • Calculating Resin Functionalization in Solid-Phase Peptide Synthesis Using a Standardized Method based on Fmoc Determination.

    abstract::Solid-phase synthesis is the method of choice for peptide preparation in both research and industrial settings. The whole synthetic process is governed by the initial functionalization of the resin. Although the literature provides several methods to determine such functionalization, the addition of an Fmoc-amino acid...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00154

    authors: Al Musaimi O,Basso A,de la Torre BG,Albericio F

    更新日期:2019-11-11 00:00:00

  • Combining the Petasis 3-component reaction with multiple modes of cyclization: a build/couple/pair strategy for the synthesis of densely functionalized small molecules.

    abstract::A build/couple/pair strategy for the synthesis of complex and densely functionalized small molecules is presented. The strategy relies on synthetically tractable building blocks (build), that is, diversely substituted hydrazides, α-hydroxy aldehydes, and boronic acids, which undergo Petasis 3-component reactions (coup...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co500091f

    authors: Flagstad T,Hansen MR,Le Quement ST,Givskov M,Nielsen TE

    更新日期:2015-01-12 00:00:00

  • Combinatorial Thin Film Sputtering Au xAl1- x Alloys: Correlating Composition and Structure with Optical Properties.

    abstract::The Au-Al alloy system was investigated via a combinatorial thin film sputtering method for its potential as a plasmonic material. Au xAl1- x combinatorial libraries were cosputtered from Au and Al elemental targets and the composition, phase, and dielectric function of a ∼350 nm film was determined using energy dispe...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.8b00091

    authors: Collette R,Wu Y,Olafsson A,Camden JP,Rack PD

    更新日期:2018-11-12 00:00:00

  • Screening Yeast Display Libraries against Magnetized Yeast Cell Targets Enables Efficient Isolation of Membrane Protein Binders.

    abstract::When isolating binders from yeast displayed combinatorial libraries, a soluble, recombinantly expressed form of the target protein is typically utilized. As an alternative, we describe the use of target proteins displayed as surface fusions on magnetized yeast cells. In our strategy, the target protein is coexpressed ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00147

    authors: Bacon K,Burroughs M,Blain A,Menegatti S,Rao BM

    更新日期:2019-12-09 00:00:00

  • Use of Target-Displaying Magnetized Yeast in Screening mRNA-Display Peptide Libraries to Identify Ligands.

    abstract::This work presents the first use of yeast-displayed protein targets for screening mRNA-display libraries of cyclic and linear peptides. The WW domains of Yes-Associated Protein 1 (WW-YAP) and mitochondrial import receptor subunit TOM22 were adopted as protein targets. Yeast cells displaying WW-YAP or TOM22 were magnet...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.0c00171

    authors: Bacon K,Bowen J,Reese H,Rao BM,Menegatti S

    更新日期:2020-12-14 00:00:00

  • Solid-Phase Synthesis of Oligopeptides Containing Sterically Hindered Amino Acids on Nonswellable Resin Using 3-Nitro-1,2,4-triazol-1-yl-tris(pyrrolidin-1-yl)phosphonium Hexafluorophosphate (PyNTP) as the Condensing Reagent.

    abstract::Peptides are still difficult to synthesize when they contain sterically hindered amino acids, such as α,α-disubstituted amino acids and N-substituted amino acids. In this study, solid-phase syntheses of oligopeptides containing multiple α-aminoisobutyric acid (Aib) residues were performed in high yields by using a non...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.7b00184

    authors: Hara RI,Mitsuhashi Y,Saito K,Maeda Y,Wada T

    更新日期:2018-03-12 00:00:00

  • Semiautomated Parallel RAFT Copolymerization of Isoprene with Glycidyl Methacrylate.

    abstract::Copolymerization of isoprene (IP) with glycidyl methacrylate (GMA) was performed under RAFT (reversible addition-fragmentation chain-transfer) polymerization conditions in a platform for high-output experimentation. Covering the range between 1 and 0.2 molar fraction of IP in the feed, four sets of reactions were carr...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00110

    authors: Rosales-Guzmán M,Pérez-Camacho O,Guerrero-Sánchez C,Harrisson S,Torres-Lubián R,Vitz J,Schubert US,Saldívar-Guerra E

    更新日期:2019-12-09 00:00:00

  • Facile diversity-oriented synthesis and antitubercular evaluation of novel aryl and heteroaryl tethered pyridines and dihydro-6H-quinolin-5-ones derived via variants of the Bohlmann-Rahtz Reaction.

    abstract::The diversity oriented synthesis of substituted pyridines and dihydro-6H-quinolin-5-ones tethered with aryls and heteroaryls was achieved in very good yields through CeCl(3)·7H(2)O-NaI catalyst via variants of the Bohlmann-Rahtz reaction. β-Enaminones derived from various aryl and heteroaryl methyl ketones were regios...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co2000604

    authors: Kantevari S,Patpi SR,Addla D,Putapatri SR,Sridhar B,Yogeeswari P,Sriram D

    更新日期:2011-07-11 00:00:00

  • Structural and Functional Properties of the Thin Film System Ti-Ni-Si.

    abstract::The thin film system Ti-Ni-Si was investigated using methods of combinatorial materials science. A thin film composition spread library of the system was fabricated using combinatorial magnetron sputtering. The functional properties Seebeck coefficient, electrical resistivity, and luminance were determined using high-...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.8b00181

    authors: Wambach M,Ziolkowski P,Müller E,Ludwig A

    更新日期:2019-05-13 00:00:00

  • One-pot multicomponent synthesis of highly functionalized piperidines from substituted β-nitrostyrenes, Meldrum's acid, aromatic aldehydes, and ammonium acetate.

    abstract::An efficient and straightforward synthetic protocol has been developed for the diversity-oriented synthesis of highly functionalized piperidines containing a Meldrum's acid moiety via pseudo five-component reaction between aromatic aldehydes, ammonium acetate, substituted β-nitrostyrenes and Meldrum's acid for the gen...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co4001502

    authors: Li Y,Xue Z,Ye W,Liu J,Yao J,Wang C

    更新日期:2014-03-10 00:00:00

  • Immobilized N-chlorosuccinimide as a friendly peptide disulfide-forming reagent.

    abstract::A novel immobilized N-chlorosuccinimide resin was developed for peptide disulfide bond formation in combinatorial libraries. The resin is prepared in a simple two-step process from commercial starting materials. Disulfide formation is initiated by adding a peptide solution to the resin, and excess reagent is removed b...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co500003p

    authors: Postma TM,Albericio F

    更新日期:2014-04-14 00:00:00

  • In Vitro Identification of the Hamiltonian Cycle Using a Circular Structure Assisted DNA Computer.

    abstract::Adleman's illustration of molecular computing using DNA paved the way toward an entirely new direction of computing (Adleman, L. M. Science 1994, 266, 1021). The exponential time complex combinatorial problem on a traditional computer turns out to be a separation problem involving a polynomial number of steps in DNA c...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00150

    authors: Sharma D,Ramteke M

    更新日期:2020-05-11 00:00:00

  • First-Principles Computational Screening of Perovskite Hydrides for Hydrogen Release.

    abstract::This study investigates perovskite hydrides (ABH3) comprising alkali metals of A, where A is Li, Na, K, Rb, or Cs, and alkaline-earth metals of B, where B is Be, Mg, Ca, Sr, or Ba, to screen the highest potential hydrides for hydrogen release. Herein, we investigated the most favorable dehydrogenation pathway for each...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00108

    authors: Li Y,Chung JS,Kang SG

    更新日期:2019-11-11 00:00:00

  • Dielectrophoretic Manipulation of Cancer Cells and Their Electrical Characterization.

    abstract::Electromanipulation and electrical characterization of cancerous cells is becoming a topic of high interest as the results reported to date demonstrate a good differentiation among various types of cells from an electrical viewpoint. Dielectrophoresis and broadband dielectric spectroscopy are complementary tools for s...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.0c00109

    authors: Turcan I,Olariu MA

    更新日期:2020-11-09 00:00:00

  • One-pot syntheses of isoquinolin-3-ones and benzo-1,4-diazepin-2,5-diones utilizing Ugi-4CR post-transformation strategy.

    abstract::One-pot and efficient syntheses of structurally diverse isoquinolin-3-ones and isoquinolin-3-one-based benzo-1,4-diazepin-2,5-diones have been developed. The notable features of the process include the Ugi condensation of monomasked phthalaldehydes with amines, carboxylic acids, and isonitriles, followed by HClO4-medi...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co400001h

    authors: Che C,Li S,Yu Z,Li F,Xin S,Zhou L,Lin S,Yang Z

    更新日期:2013-04-08 00:00:00

  • New diethylsilylacetylenic linker for parallel solid-phase synthesis of libraries of hydroxy acetylenic steroid derivatives with improved metabolic stability.

    abstract::Acetylenic tertiary alcohols are well-known to be compounds that are biologically more stable than their corresponding secondary alcohols. The linkage of an acetylenic compound to a polymer support and further introduction of molecular diversity was found to be an interesting way to generate libraries of hydroxy acety...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co300034y

    authors: Talbot A,Maltais R,Poirier D

    更新日期:2012-06-11 00:00:00

  • Combinatorial Strategies for Synthesis and Characterization of Alloy Microstructures over Large Compositional Ranges.

    abstract::The exploration of new alloys with desirable properties has been a long-standing challenge in materials science because of the complex relationship between composition and microstructure. In this Research Article, we demonstrate a combinatorial strategy for the exploration of composition dependence of microstructure. ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.6b00040

    authors: Li Y,Jensen KE,Liu Y,Liu J,Gong P,Scanley BE,Broadbridge CC,Schroers J

    更新日期:2016-10-10 00:00:00

  • An Engineered Sso7d Variant Enables Efficient Magnetization of Yeast Cells.

    abstract::Magnetization using cheap and minimally toxic materials, such as iron oxide nanoparticles can enable easy separation of cells from culture medium and is relevant to several industrial applications. Here, we show that cell surface expression of a mutant protein that binds iron oxide can enable efficient magnetization o...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.8b00084

    authors: Cruz-Teran CA,Bacon K,McArthur N,Rao BM

    更新日期:2018-10-08 00:00:00

  • Molecular Imaging of Retinoic Acids in Live Cells Using Single-Chain Bioluminescence Probes.

    abstract::Retinoic acid (RA) is a key metabolite necessary for embryonic development and differentiation in vertebrates. We demonstrate the utility of genetically encoded, ligand-activatable single-chain bioluminescence probes for detecting RAs from different biological sources. We examined 13 different molecular designs to ide...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.9b00035

    authors: Kim SB,Fujii R,Nishihara R,Bose RJ,Citterio D,Suzuki K,Massoud TF,Paulmurugan R

    更新日期:2019-06-10 00:00:00

  • Copper-catalyzed multicomponent coupling/cycloisomerization reaction between substituted 1-formyl-9H-β-carbolines, secondary amines, and substituted alkynes for the synthesis of substituted 3-aminoindolizino[8,7-b]indoles.

    abstract::A copper-catalyzed efficient one step three component strategy for preparing a library of aminoindolizino[8,7-b]indoles from N-substituted 1-formyl-9H-β-carbolines, secondary amines, and substituted alkynes with high atom economy has been developed. ...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co300123y

    authors: Dighe SU,Hutait S,Batra S

    更新日期:2012-12-10 00:00:00

  • A Novel pseudo-Four-Component Domino Reaction for the Synthesis of Naphtho[2,1-b]furan-2(1H)-ones Using a Nanocatalyst.

    abstract::In this article, an original one-pot method is utilized to synthesize a variety of derivatives of naphtho[2,1-b]furan-2(1H)-one via a pseudo-four-component domino reaction of aryl aldehydes, acetic anhydride, hippuric acids, and 2-naphthols catalyzed by HSW@SPIONs. This reaction illustrates an array of attractive feat...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/acscombsci.5b00018

    authors: Salami-Ranjbaran E,Khosropour AR,Mohammadpoor-Baltork I,Moghadam M,Tangestaninejad S,Mirkhani V

    更新日期:2015-08-10 00:00:00

  • Synthesis of a stereochemically diverse library of medium-sized lactams and sultams via S(N)Ar cycloetherification.

    abstract::We have implemented an aldol-based "build/couple/pair" (B/C/P) strategy for the synthesis of stereochemically diverse 8-membered lactam and sultam scaffolds via S(N)Ar cycloetherification. Each scaffold contains two handles, an amine and aryl bromide, for solid-phase diversification via N-capping and Pd-mediated cross...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co2000218

    authors: Gerard B,Duvall JR,Lowe JT,Murillo T,Wei J,Akella LB,Marcaurelle LA

    更新日期:2011-07-11 00:00:00

  • Regio- and stereoselective synthesis of a library of bioactive dispiro-oxindolo/acenaphthoquino andrographolides via 1,3-dipolar cycloaddition reaction under microwave irradiation.

    abstract::Dispiro-pyrrolidino/pyrrolizidino fused oxindoles/acenaphthoquinones have been derived from andrographolide via azomethine ylide cycloaddition to the conjugated double-bond under microwave (MW) irradiation. The reactions are chemo-, stereo-, and regioselective in nature. Change in amino acid from sarcosine/N-benzyl gl...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co3001154

    authors: Hazra A,Bharitkar YP,Chakraborty D,Mondal SK,Singal N,Mondal S,Maity A,Paira R,Banerjee S,Mondal NB

    更新日期:2013-01-14 00:00:00

  • Design, synthesis, and diversification of 3,5-substituted enone library.

    abstract::This paper describes the synthesis of a 300 member library of 3,5-substituted enones. The synthesis starts with 6 different bromoenones that are accessed from the corresponding 1,3 diones. These bromides are then diversified by Suzuki coupling with a variety of aromatic and vinyl boronic acids. Additionally a small se...

    journal_title:ACS combinatorial science

    pub_type: 信件

    doi:10.1021/co200070m

    authors: Khalaf J,Estrella-Jimenez ME,Shashack MJ,Phatak SS,Zhang S,Gilbertson SR

    更新日期:2011-07-11 00:00:00

  • Combinatorial screening of potentiometric Pb(II) sensors from polysulfoaminoanthraquinone solid ionophore.

    abstract::A potentiometric Pb(II)-selective sensor was fabricated by a combinatorial screening of electrically conducting polysulfoaminoanthraquinone (PSA) nanoparticles as a solid ionophore, ion exchangers (oleic acid (OA) and NaTPB), plasticizers in a polyvinyl chloride (PVC) matrix, membrane thickness, inner filling ion spec...

    journal_title:ACS combinatorial science

    pub_type: 杂志文章

    doi:10.1021/co400140g

    authors: Huang MR,Ding YB,Li XG

    更新日期:2014-03-10 00:00:00