Heterocyclic Building Blocks-Oxazolidine

Gold-Catalyzed Intermolecular Nitrene Transfer from 2H-Azirines to Ynamides: A Direct Approach to Polysubstituted Pyrroles was written by Zhu, Lei;Yu, Yinghua;Mao, Zhifeng;Huang, Xueliang. And the article was included in Organic Letters in 2015.Category: oxazolidine This article mentions the following:

An effective gold-catalyzed intermol. nitrene transfer by the reaction of 2H-azirines and ynamides is reported, which provides highly substituted pyrroles in a straightforward manner. This transformation proceeds under mild conditions and gives the polysubstituted pyrroles in good-to-excellent yields. Preliminary results indicate that a nongold carbenoid pathway is preferred for current pyrrole synthesis. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Category: oxazolidine).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Gold-catalyzed intermolecular cyclocarboamination of ynamides with 1,3,5-triazinanes: en route to tetrahydropyrimidines was written by Zeng, Zhongyi;Jin, Hongming;Song, Xinlong;Wang, Qian;Rudolph, Matthias;Rominger, Frank;Hashmi, A. Stephen K.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Computed Properties of C11H9NO2 This article mentions the following:

Gold-catalyzed regioselective cyclocarboamination of ynamides R¹CCR² [R¹ = 4-methoxyphenyl, 3-chlorophenyl, 6-methoxynaphth-2-yl, etc. R² = methyl(2,4,6-trimethylphenyl)aminyl, 2-oxo-1,3-oxazolidin-3-yl, 3-acetyl-1H-indol-1-yl, etc.] with 1,3,5-triazinanes I (Ar = Ph, 2-fluorophenyl, 3-methyl-4-chlorophenyl, etc.) opens a facile and modular access to valuable 5-aminotetrahydropyrimidines II in good to excellent yields. The aminotetrahydropyrimidines constitutes an unprecedented yet challenging annulation of ynamides with unstrained saturated heterocycles. This new protocol is distinguished by easy operation, readily available starting materials, stable four-atom building units, good functional-group compatibility and scaling-up potential. The preliminary mechanistic studies indicate that the present intermol. cyclocarboamination arises from a pseudo-three-component [2+2+2] cycloaddition In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Computed Properties of C11H9NO2).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Computed Properties of C11H9NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Pyrazine Biosynthesis in Corynebacterium glutamicum was written by Dickschat, Jeroen S.;Wickel, Susanne;Bolten, Christoph J.;Nawrath, Thorben;Schulz, Stefan;Wittmann, Christoph. And the article was included in European Journal of Organic Chemistry in 2010.Product Details of 20662-84-4 This article mentions the following:

The volatile compounds released by Corynebacterium glutamicum were collected by use of the CLSA technique (closed-loop stripping apparatus) and analyzed by GC-MS. The headspace extracts contained several acyloins and pyrazines that were identified by their synthesis or comparison to com. standards Feeding experiments with [²H₇]acetoin resulted in the incorporation of labeling into trimethylpyrazine and tetramethylpyrazine. Several deletion mutants targeting genes of the primary metabolism were constructed to elucidate the biosynthetic pathway to pyrazines in detail. A deletion mutant of the ketol-acid reductoisomerase was not able to convert the acetoin precursor (S)-2-acetolactate into the pathway intermediate (R)-2,3-dihydroxy-3-methylbutanoate to the branched amino acids. This mutant requires valine, leucine, and isoleucine for growth and produces significantly higher amounts and more different compounds of the acyloin and pyrazine classes. Gene deletion of the acetolactate synthase (AS) resulted in a mutant that is not able to convert pyruvate into (S)-2-acetolactate. This mutant also requires branched amino acids and produces only very small amounts of pyrazines likely from valine via the valine biosynthetic pathway operating in reverse order. A ΔASΔKR double mutant was constructed that does not produce any pyrazines at all. These results open up a detailed biosynthetic model for the formation of alkylated pyrazines via acyloins. In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4Product Details of 20662-84-4).

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol.Product Details of 20662-84-4

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Highly Stereoselective 2-Oxonia-Cope Rearrangement: A Platform Enabling At-Will Control of Regio-, Enantio-, and Diastereoselectivity in the Vinylogous Aldol Reactions of Aldehydes was written by Padarti, Akhil;Kim, Dongeun;Han, Hyunsoo. And the article was included in Organic Letters in 2018.Category: oxazolidine This article mentions the following:

A distinctly different approach for the vinylogous aldolation of aldehydes is described, which exploits 2-oxonia-Cope rearrangement reactions between two readily available partners, a set of rationally designed chiral homoallylic alc. synthons and aldehydes, under simple conditions. In these processes, chirality transfer from the former to the latter is nearly perfect, giving rise to excellent enantio- and diastereoselectivity without the regioselectivity issue associated with traditional vinylogous aldol reactions. In the experiment, the researchers used many compounds, for example, (S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7Category: oxazolidine).

(S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Synthesis of mechanically robust renewable poly(ester-amide)s through co-polymerisation of unsaturated polyesters and synthetic polypeptides was written by Brannigan, Ruairi P.;Heise, Andreas. And the article was included in European Polymer Journal in 2020.Related Products of 13590-42-6 This article mentions the following:

As an alternative to polyester-based materials, synthetic polypeptides have received a great deal of attention as bio-derived polymers for various applications. Polypeptide-based materials offer numerous advantages over traditional polyesters such as efficient and complete bio- and ecol. absorption, however, poor mech. robustness and low processability has prevented the com. application of polypeptides. Conversely, copolymers of polyesters and polypeptides have the potential to combine the mech. versatility of aliphatic polyesters while retaining the enhanced bio-absorption of polypeptides. Itaconic acid-based polyesters were crosslinked with modified telechelic poly(L-aspartic acid β-benzyl ester) and the amino acid-derived 2-vinyl-4,4-dimethylazlactone in order to assess their effect on their bulk materials properties. It was found that through variance of the polymer composition that the mech. properties and the hydrolytic degradation of the materials could be modulated. We believe that these crosslinked polymers offer a unique platform for the development of sustainable degradable materials. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6Related Products of 13590-42-6).

(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.Related Products of 13590-42-6

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Polymeric micelles encapsulating pH-responsive doxorubicin prodrug and glutathione-activated zinc(II) phthalocyanine for combined chemotherapy and photodynamic therapy was written by Gao, Di;Lo, Pui-Chi. And the article was included in Journal of Controlled Release in 2018.Related Products of 13590-42-6 This article mentions the following:

A series of polymeric micelles encapsulating different ratios of doxorubicin and zinc(II) phthalocyanine have been prepared for dual chemotherapy and photodynamic therapy. The amphiphilic block copolymers consist of methoxypolyethylene glycol and poly(β-benzyl-L-aspartate), in which DOX and ZnPc were conjugated to the aspartate side chain through an acid-labile hydrazone linker and a redox-responsive disulfide linker, resp. The polymers were self-assembled into spherical polymeric micelles with diameters of about 160-180 nm and their surface charges were found to be nearly neutral due to the outermost PEG layer. These polymeric micelles exhibited excellent stability and silenced fluorescence in aqueous media. The controlled release of DOX and ZnPc was studied in phosphate solution under acidic and reducing environments, resp. In vitro study demonstrated that these polymeric micelles could be internalized into HepG2 human hepatocellular carcinoma cells, showing the fluorescence of DOX in the nucleus and fluorescence of ZnPc in the cytoplasm. This observation suggested that the acidic and reducing intracellular environments could trigger the release of DOX and ZnPc by cleaving the corresponding linkers. These micelles exhibited different degree of dark- and photo-cytotoxicity on the HepG2 cells due to the chemocytotoxic DOX and the singlet oxygen generated upon irradiation of the ZnPc. With a certain ratio of DOX and ZnPc, they caused a synergistic cytotoxicity as calculated by combination index. The DOX-ZnPc-micelles-2, which has a DOX/ZnPc molar ratio of 3.8, could induce cell death mainly through apoptosis and exhibit preferential tumor retention in tumor-bearing mice via the enhanced permeability and retention effect. The results suggest that these polymeric micelles are promising nanoplatforms for the delivery of anticancer drugs and photosensitizers for dual therapy. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6Related Products of 13590-42-6).

(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) belongs to oxazolidine derivatives. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol. Oxazolidines are weaker bases (pKa 6–7) than parent β-amino alcohols and found to be more lipophilic than the parent compound at physiological pH.Related Products of 13590-42-6

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Palladium catalyzed oxidation of ynamides using dimethyl sulfoxide as oxidant: a facile way to synthesize α-ketoamide derivatives was written by Meng, Tuanjie;Feng, Cuilan;Liu, Lantao;Wang, Tao;Xu, Kai;Zhao, Wenxian. And the article was included in Youji Huaxue in 2016.Application of 888329-88-2 This article mentions the following:

A series of α-ketoamide derivatives were obtained from the palladium catalyzed oxidation of ynamides using cheap and readily available DMSO as oxidant and solvent under room temperature The structures of all products were characterized by ¹H NMR, ¹³C NMR, IR and HRMS. This protocol has some distinct advantages of mild conditions, simple work-up, readily available starting materials and fast reaction rate. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Application of 888329-88-2).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol.Application of 888329-88-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

1,3-Dipolar cycloaddition of nitrones with alkenes in ionic liquids was written by Kolarovic, A.;Fisera, L.;Toma, S.;Pronayova, N.;Koos, M.. And the article was included in Polish Journal of Chemistry in 2007.Quality Control of 3-Acryloyloxazolidin-2-one This article mentions the following:

The first intermol. 1,3-dipolar cycloaddition of nitrones with alkene in ionic liquids is described. The ionic liquids were found to be effective media for the cycloaddition of dibenzylsubstituted nitrone or chiral sugar derived nitrones, e.g., I, with 3-acrylo-yl-1,3-oxazolidin-2-one. Excellent chem. yields (61-100%) and moderate diastereoselectivities can be achieved in imidazolium ionic solvents at room temperature The cycloaddition in ionic liquid is completely regioselective for chiral sugar derived nitrones in the absence or presence of Lewis acid with only the sterically favored 5-substituted isoxazolidines, e.g., II, being formed and for dibenzylsubstituted nitrone 5-substituted isoxazolidines are also major products. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Quality Control of 3-Acryloyloxazolidin-2-one).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol. Oxazolidines are weaker bases (pKa 6–7) than parent β-amino alcohols and found to be more lipophilic than the parent compound at physiological pH.Quality Control of 3-Acryloyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Uranium(IV) BINOLate Heterobimetallics: Synthesis and Reactivity in an Asymmetric Diels-Alder Reaction was written by Robinson, Jerome R.;Carroll, Patrick J.;Walsh, Patrick J.;Schelter, Eric J.. And the article was included in Organometallics in 2013.Category: oxazolidine This article mentions the following:

The first heterobimetallic BINOLate complexes incorporating uranium were prepared, and their reactivity in an asym. Diels-Alder reaction was investigated. The contributions of both the Li⁺ and U^IV cations to the reaction selectivity were addressed through control of the two different Lewis acidic centers. The presence of an anionic ligand in the seventh coordination site of the central uranium cation resulted in enhanced selectivity compared to the Re(III) catalyst with the same alkali metal cation and represents the highest enantioselectivities obtained with a uranium-based catalyst to date. Addnl., a simple workup procedure to obtain organic products free of the trace radioactivity present in the reaction mixtures is described. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Category: oxazolidine).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

C₂-Symmetric 2,2′-Bipyridine-α,α’-1-adamantyl-diol Ligand: Bulky Iron Complexes in Asymmetric Catalysis was written by Lauzon, Samuel;Schouwey, Lionel;Ollevier, Thierry. And the article was included in Organic Letters in 2022.HPLC of Formula: 2043-21-2 This article mentions the following:

The synthesis of a chiral 2,2′;-bipyridine-α,α’-1-adamantyl-diol ligand was achieved starting from com. available materials. The bulky ligand was synthesized in three steps in 40% overall yield and stereoselectivities up to 98% de and >99.5% ee for the S,S enantiomer. The absolute configuration and structural insights of an heptacoordinated 2,2′-bipyridine-α,α’-1-Ad-diol/FeII chiral complex were obtained from single crystal diffraction anal. The newly synthesized ligand was used in iron-catalyzed asym. Mukaiyama aldol, thia-Michael and Diels-Alder reactions. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2HPLC of Formula: 2043-21-2).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.HPLC of Formula: 2043-21-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem