Day: February 22, 2023

Kilogram-Scale Synthesis of 2′-C-Methyl-arabino-Uridine from Uridine via Dynamic Selective Dipivaloylation was written by Chung, John Y. L.;Kassim, Amude M.;Simmons, Bryon;Davis, Tyler A.;Song, Zhiguo J.;Limanto, John;Dalby, Stephen M.;He, Cyndi Q.;Calabria, Ralph;Wright, Timothy J.;Campeau, Louis-Charles. And the article was included in Organic Process Research & Development in 2022.Application In Synthesis of Copper(II) trifluoromethanesulfonate This article mentions the following:

We report a practical 3′,5′-diprotection strategy suitable for the kilogram-scale preparation of 2′-C-methyl-arabino-uridine, a key intermediate in the synthesis of the HCV NS5B inhibitor uprifosbuvir. Starting from uridine, dipivaloylation afforded an ~2:1 mixture of 3′,5′- and 2′,5′-dipivaloyluridine. Subjecting this mixture to TEMPO/bleach oxidation promoted a dynamic acylation migration-selective oxidation to afford the 2′-ketone in 65% yield. Alternatively, treatment with 1 equiv of BF₃ etherate led to the crystallization-driven equilibration and precipitation of 3′,5′-dipivaloyluridine·BF₃ complex in a >50:1 ratio. After salt break, this mixture was oxidized in the presence of TEMPO/AcOOH to afford the 2′-ketone in 90% yield. Subsequent α-facial-selective methylation with MeMgBr/MnCl₂ afforded 3′,5′-dipivaloylated 2′-C-methyl-arabino-uridine. This three-step process was successfully demonstrated on a multi-kilogram scale to afford the key intermediate for the manufacture of uprifosbuvir. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Application In Synthesis of Copper(II) trifluoromethanesulfonate).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. Transition metal-catalyzed chemical transformation of organic electrophiles and organometallic reagents belong to the most important cross-coupling reaction in organic synthesis. Due to these characteristics, copper nanoparticles have generated a great deal of interest especially in the field of catalysis. Application In Synthesis of Copper(II) trifluoromethanesulfonate

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

New Enantiomerically Pure Alkylimido Molybdenum-Based Alkylidene Complexes. Synthesis, Characterization, and Activity as Chiral Olefin Metathesis Catalysts was written by Pilyugina, Tatiana S.;Schrock, Richard R.;Mueller, Peter;Hoveyda, Amir H.. And the article was included in Organometallics in 2007.Related Products of 205927-03-3 This article mentions the following:

Molybdenum olefin metathesis catalysts that contain aliphatic 1-phenylcyclohexylimido (NPhCy) and 2-phenyl-2-adamantylimido (NPhAd) groups and (S)-Biphen or (R)-Trip ligands (Biphen = 3,3′-di-tert-butyl-5,5′,6,6′-tetramethyl-1,1′-biphenyl-2,2′-diolate; Trip = 3,3′-bis(2,4,6-triisopropylphenyl)-2,2′-binaphtholate) have been prepared Their catalytic activity and enantioselectivity in desymmetrization reactions such as ring-closing metathesis of amines and lactams and ring-opening/cross-metathesis of substituted norborneols with styrene were compared to the results obtained with the only known alkylimido catalyst, Mo(NAd)(CHCMe₂Ph)[(S)-Biphen]. Activities and enantioselectivities provided by these new chiral complexes vary significantly, but in virtually all instances explored were not superior to the adamantylimido analogs. The crystal structure of Mo(NPhCy)(CHCMe₂Ph)[(S)-Biphen] is reported. In the experiment, the researchers used many compounds, for example, (S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol (cas: 205927-03-3Related Products of 205927-03-3).

(S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol (cas: 205927-03-3) belongs to copper catalysts. The applications of Copper-based nanoparticles have received great attention due to low toxicity and inexpensive, earth-abundant. Copper nanoparticles can also catalyze the coupling reaction of phenols, thiols, xanthogenates, nitrogen-containing nucleophiles, selenium ruthenium nucleophiles and the like.Related Products of 205927-03-3

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Copper oxidation chemistry using a 19-iminopyridine-bearing steroidal ligand: (i) C5-C6 olefin difunctionalization and (ii) C1β-hydroxylation/C19-peroxidation was written by Offei, Samuel D.;Arman, Hadi D.;Yoshimoto, Francis K.. And the article was included in Steroids in 2022.Reference of 34946-82-2 This article mentions the following:

In this study, a 19-imino pyridine DHEA derivative was synthesized and was treated with copper nitrate and hydrogen peroxide. Results showed the difunctionalization of an olefin for δ-5 steroid substrates to yield a 5-β-hydroxylated 6-α-nitrate ester product. In contrast, for 19-imino pyridine precursors with a 5-α-androstane steroid backbone, a 1-β-hydroxylation and 19-peroxidation occurred to yield a 1-β-hydroxylated 19-imidoperoxoic acid product I. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Reference of 34946-82-2).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. Copper catalyst has received great attention owing to the low toxicity and low cost. Due to these characteristics, copper nanoparticles have generated a great deal of interest especially in the field of catalysis. Reference of 34946-82-2

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Acid-mediated decarboxylative C-H coupling between arenes and O-allyl carbamates was written by Loro, Camilla;Oble, Julie;Foschi, Francesca;Papis, Marta;Beccalli, Egle M.;Giofre, Sabrina;Poli, Giovanni;Broggini, Gianluigi. And the article was included in Organic Chemistry Frontiers in 2022.Recommanded Product: 34946-82-2 This article mentions the following:

Treatment of O-allyl N-tosyl carbamates RNHC(O)OC(R₁)(R₂)(CH₂)nCH=CHR₃ (R = Ts, o-Ns; R₁ = R₂ = R₃ = H, Me; n = 0, 1) with aromatic compounds ArH (Ar = 2,4,6-trimethylphenyl, 2-methylphenyl, 1,3,5-triethylphenyl, etc.) of Cu(OTf)₂ or TMSOTf as promoters affords N-substituted 1-arylpropan-2-amines ArCH₂CH(CH₃)NHR₃, 1,2- or 1,1-diarylpropanes I, or indanes II (R₄ = R₅ = H, Me), depending on the nature of the promoter and of aryl substrates. A full mechanistic rational allowing appreciation of the outcome of these novel C-H based cascades is proposed. An initial acid promoted decarboxylative/deamidative Friedel-Crafts allylation takes place. After protonation of the allylated arene, evolution of the resulting cation may follow different paths depending on the nature of the arene partner and of the allyl moiety in the carbamate. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Recommanded Product: 34946-82-2).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. Copper catalyst has received great attention owing to the low toxicity and low cost. These ligands enable the reaction promoted in mild condition. The reaction scope has also been greatly expanded, rendering this copper-based cross-coupling attractive for both academia and industry. Recommanded Product: 34946-82-2

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Aromatic nucleophilic substitution: A case study of the interaction of a lithiated nitronyl nitroxide with polyfluorinated quinoline-N-oxides was written by Gurskaya, Larisa;Rybalova, Tatyana;Beregovaya, Irina;Zaytseva, Elena;Kazantsev, Maxim;Tretyakov, Evgeny. And the article was included in Journal of Fluorine Chemistry in 2020.Product Details of 14781-45-4 This article mentions the following:

A 4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl lithium derivative was found to react with 5,6,7,8-tetrafluoro- or 5,7,8-trifluoro-6-(trifluoromethyl)quinoline-N-oxides with the formation of products of aromatic nucleophilic substitution of the H atom at position 2 of the quinoline ring. The reaction regioselectivity is supported by the data of quantum-chem. calculations Mol. and crystal structures of the obtained nitronyl nitroxides were solved by monocrystal X-ray diffraction anal., and the nature of the radical was ascertained by ESR spectroscopy. Heterospin complexes of Cu(hfac)₂ with the synthesized quinoline-substituted nitronyl nitroxides were prepared According to X-ray diffraction anal., seven-membered metallocycles are formed in the complexes owing to simultaneous coordination of the nitroxyl and N-oxide groups by the Cu atom. In the experiment, the researchers used many compounds, for example, copper(ii)hexafluor-2,4-pentanedionate (cas: 14781-45-4Product Details of 14781-45-4).

copper(ii)hexafluor-2,4-pentanedionate (cas: 14781-45-4) belongs to copper catalysts. The applications of Copper-based nanoparticles have received great attention due to low toxicity and inexpensive, earth-abundant. Copper nanoparticles can also catalyze the coupling reaction of phenols, thiols, xanthogenates, nitrogen-containing nucleophiles, selenium ruthenium nucleophiles and the like.Product Details of 14781-45-4

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Photoredox/copper cocatalyzed domino cyclization of oxime esters with TMSCN: access to antifungal active tetrasubstituted pyrazines was written by Cao, Shujun;Yuan, Weidong;Li, Yun;Teng, Xinjie;Si, Huaxing;Chen, Rongshun;Zhu, Yingguang. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Electric Literature of C2CuF6O6S2 This article mentions the following:

A photoredox/copper cocatalyzed domino cyclization of oxime esters R¹C(CH₂R²)=NOC(O)(4-CF₃C₆H₄) (R¹ = Ph, 2-thienyl, Me, etc.; R² = Ph, 1H-pyrazol-1-ylmethyl, methoxymethyl, etc.) with TMSCN has been developed. A range of structurally novel tetrasubstituted pyrazines I have been obtained. This method features high bond-forming efficiency, high step economy, broad substrate scope, and gram-scale synthesis. Moreover, preliminary bioactivity evaluation of pyrazine products I shows their promising antifungal activities. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Electric Literature of C2CuF6O6S2).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. Copper has continued to be one of the most utilized and important transition metal catalysts in synthetic organic chemistry. Copper nanoparticles can catalyze the Ullmann coupling reaction in a wide range of applications.Electric Literature of C2CuF6O6S2

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Mo-Catalyzed Asymmetric Synthesis of Dihydrofurans. Catalytic Kinetic Resolution and Enantioselective Desymmetrization through Ring-Closing Metathesis was written by La, Daniel S.;Alexander, John B.;Cefalo, Dustin R.;Graf, David D.;Hoveyda, Amir H.;Schrock, Richard R.. And the article was included in Journal of the American Chemical Society in 1998.Reference of 205927-03-3 This article mentions the following:

The first catalytic and enantioselective synthesis of chiral heterocycles effected through the use of chiral molybdenum metathesis catalysts was presented. The molybdenum-catalyzed desymmetrization process was very effective. For example, the chiral molybdenum-catalyzed resolution and ring-closing metathesis of 2-methyl-3-[(2-propenyl)oxy]-1-octene resulted in the formation of (S)-2-methyl-3-[(2-propenyl)oxy]-1-octene and (R)-2,5-dihydro-3-methyl-2-pentylfuran. In the experiment, the researchers used many compounds, for example, (S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol (cas: 205927-03-3Reference of 205927-03-3).

(S)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol (cas: 205927-03-3) belongs to copper catalysts. Copper has continued to be one of the most utilized and important transition metal catalysts in synthetic organic chemistry. Copper nanoparticles can also catalyze the coupling reaction of nitrogen-containing nucleophiles, phenols, thiols, xanthogenates, selenium ruthenium nucleophiles and the like.Reference of 205927-03-3

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Metal-Organic Frameworks Precipitated by Reactive Crystallization in Supercritical CO₂ was written by Lopez-Periago, Ana M.;Portoles-Gil, Nuria;Lopez-Dominguez, Pedro;Fraile, Julio;Saurina, Javier;Aliaga-Alcalde, Nuria;Tobias, Gerard;Ayllon, Jose A.;Domingo, Concepcion. And the article was included in Crystal Growth & Design in 2017.Recommanded Product: copper(ii)hexafluor-2,4-pentanedionate This article mentions the following:

Fine chem. and pharmaceutical companies often employ reactive crystallization or precipitation to make crystalline intermediates and finished products. The supercritical reactive crystallization route was used for the precipitation of diverse metal-organic frameworks (MOFs). 1-dimensional and 2-dimensional MOFs were obtained by reacting either bipyridyl (two linking positions) or triazine (three linking positions)-based bridging mols., resp., with supercritical CO₂ soluble M(hfacac)₂ (M = Zn²⁺ or Cu²⁺ and hfacac^– stands for hexafluoroacetylacetonate). Addnl., miscellaneous reactions were designed for the crystallization of 3-dimensional MOFs in scCO₂, embracing the precipitation of MIL-88B(Fe), ZIF-8, and a new Zn²⁺-curcumin coordination polymer. Obtained crystals in each case were analyzed from a morphol. point of view by SEM anal. to elucidate potential formation mechanisms. The focus was on the obtained crystal habits at different reaction points, linked to the precipitation mode and the role of kinetic and thermodn. crystal growth control. The supercritical procedure led to the crystallization of stable hierarchical nanostructures with micro- and mesoporosity and the precipitation of nanocrystals. In the experiment, the researchers used many compounds, for example, copper(ii)hexafluor-2,4-pentanedionate (cas: 14781-45-4Recommanded Product: copper(ii)hexafluor-2,4-pentanedionate).

copper(ii)hexafluor-2,4-pentanedionate (cas: 14781-45-4) belongs to copper catalysts. The evolution of transition metal catalysts has attained a stage of civilization that authorizes for an extensive scope of chemical bonds formation partners to be combined efficiently. These ligands enable the reaction promoted in mild condition. The reaction scope has also been greatly expanded, rendering this copper-based cross-coupling attractive for both academia and industry. Recommanded Product: copper(ii)hexafluor-2,4-pentanedionate

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Two-Fold Intramolecular Phosphacyclization: From Fluorescent Diphosphapyrene Salts to Pentavalent Derivatives was written by Hindenberg, Philip;Belyaev, Andrey;Rominger, Frank;Koshevoy, Igor O.;Romero-Nieto, Carlos. And the article was included in Organic Letters in 2022.Name: Copper(II) trifluoromethanesulfonate This article mentions the following:

The synthesis of π-extended pyrene-based luminescent compounds containing two six-membered phosphacycles was realized through a two-step synthesis. It involves a Cu(II)-mediated double cyclization of tertiary diphosphine derivatives to afford dicationic mols. with quaternized P centers. Subsequent transformation of diphosphonium species into the corresponding P-oxide derivatives was successfully achieved through Pd(0)-assisted cleavage of the P-Ph bonds, which opens a promising way for the functionalization of polyaromatic P-systems. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Name: Copper(II) trifluoromethanesulfonate).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. The applications of Copper-based nanoparticles have received great attention due to the earth-abundant, inexpensive and low toxicity. It is clear from the impact copper catalysis has had on organic synthesis that copper should be considered a first line catalyst for many organic reactions.Name: Copper(II) trifluoromethanesulfonate

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Targeting molecular quantum memory with embedded error correction was written by Lockyer, Selena J.;Chiesa, Alessandro;Timco, Grigore A.;McInnes, Eric J. L.;Bennett, Tom S.;Vitorica-Yrezebal, Inigo J.;Carretta, Stefano;Winpenny, Richard E. P.. And the article was included in Chemical Science in 2021.Synthetic Route of C10H2CuF12O4 This article mentions the following:

The implementation of a quantum computer requires both to protect information from environmental noise and to implement quantum operations efficiently. Achieving this by a fully fault-tolerant platform, in which quantum gates are implemented within quantum-error corrected units, poses stringent requirements on the coherence and control of such hardware. A more feasible architecture could consist of connected memories, that support error-correction by enhancing coherence, and processing units, that ensure fast manipulations. We present here a supramol. {Cr₇Ni}-Cu system which could form the elementary unit of this platform, where the electronic spin 1/2 of {Cr₇Ni} provides the processor and the naturally isolated nuclear spin 3/2 of the Cu ion is used to encode a logical unit with embedded quantum error-correction. We demonstrate by realistic simulations that microwave pulses allow us to rapidly implement gates on the processor and to swap information between the processor and the quantum memory. By combining the storage into the Cu nuclear spin with quantum error correction, information can be protected for times much longer than the processor coherence. In the experiment, the researchers used many compounds, for example, copper(ii)hexafluor-2,4-pentanedionate (cas: 14781-45-4Synthetic Route of C10H2CuF12O4).

copper(ii)hexafluor-2,4-pentanedionate (cas: 14781-45-4) belongs to copper catalysts. The applications of Copper-based nanoparticles have received great attention due to the earth-abundant, inexpensive and low toxicity. Copper of different valence states can be used to catalyze the coupling reaction, especially the Ullmann coupling reaction. Synthetic Route of C10H2CuF12O4

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”