Category: oxazolidine

A Modular Synthesis of 4-Aminoquinolines and [1,3] N-to-C Rearrangement to Quinolin-4-ylmethanesulfonamides was written by Oh, Kyung Hwan;Kim, Jin Gyeong;Park, Jin Kyoon. And the article was included in Organic Letters in 2017.SDS of cas: 888329-88-2 This article mentions the following:

A copper-catalyzed regiocontrolled three-component reaction afforded diversified 4-aminoquinolines, e.g., I, using nitriles, diaryliodoniums, and ynamides. The C7-substituted regioisomers were formed regioselectively when meta-substituted phenyliodonium salts were used. [1,3] N-to-C rearrangement of the products to quinolin-4-ylmethanesulfonamides, e.g., II, and simultaneous deprotection of benzyl and sulfonamide groups were newly developed. Finally, antimalarial CK-2-68 was successfully prepared In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2SDS of cas: 888329-88-2).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. Chiral oxazolidines are widely used as chiral auxiliaries, chiral ligands, protecting and/or directing groups in a variety of asymmetric transformations, thanks also to their easy cleavage or their further elaboration possibilities.SDS of cas: 888329-88-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Polymerized vorinostat mediated photodynamic therapy using lysosomal spatiotemporal synchronized drug release complex was written by Hu, Pengwei;Sun, Miao;Lu, Fengkun;Wang, Sizhen;Hou, Lei;Yu, Yingjie;Zhang, Yunchang;Sun, Linhong;Yao, Jianzhong;Yang, Feng;Wang, Chen;Ma, Zhiqiang. And the article was included in Colloids and Surfaces, B: Biointerfaces in 2021.COA of Formula: C12H11NO5 This article mentions the following:

A combination of photodynamic therapy (PDT) and histone deacetylase inhibitor (HDACis) could potentiate single-mode anti-tumor activity of HDACis or PDT to inhibit tumor relapse and metastasis. However, poor solubility and heterogeneity in cellular uptake and tissue distribution hamper the dual mode antitumor effect. For a controlled drug release of photosensitizers and HDACis in cytoplasm, photosensitizer pyropheophorbide-a (Pyro) encapsulated in polymer polyethylene glycol-b-poly (asparaginyl-vorinostat) (simplified as Pyro@FPPS) are fabricated to achieve their lysosomal spatiotemporal synchronized release. With HDACis modeling PDT in vitro and in vivo, it seems that polymerized Vorinostat encapsulated photosensitizers significantly inhibited the tumor proliferation and metastasis by spatiotemporal synchronized drugs release, and Pyro@FPPS reported here reveals a promising prospect to exert drugs′ synergistic effect in a spatiotemporal synchronized manner and can be an effective strategy to inhibit tumor growth, recurrence and metastasis in clinic. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6COA of Formula: C12H11NO5).

(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. 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.COA of Formula: C12H11NO5

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

One-pot synthesis of alkynylthiocyanates by phase-transfer reagent was written by Li, Ming;Song, Wangze;Dong, Kun;Zheng, Yubin. And the article was included in Tetrahedron Letters in 2020.Quality Control of 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:

The thiocyano-group widely exists in natural products and drug structures. A novel one-pot synthesis of alkynylthiocyanates from terminal alkynes, [hydroxy(tosyloxy)iodo]benzene and potassium thiocyanate by phase-transfer reagent 18-crown-6, involving the hypervalent iodine intermediates in transition metal-free conditions, was developed. The internal alkynylthiocyanates could be used to synthesize some important compounds such as 5-thiocyanato-1,2,3-triazoles and (Z)-α-thiocyanato-vinyl trifluoromethanesulfonate. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Quality Control of 3-(Phenylethynyl)oxazolidin-2-one).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) 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. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Quality Control of 3-(Phenylethynyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Quality of pilsner malt and roasted malt during storage was written by Hoff, Signe;Lund, Marianne N.;Petersen, Mikael A.;Jespersen, Birthe M.;Andersen, Mogens L.. And the article was included in Journal of the Institute of Brewing in 2014.Application In Synthesis of 2,4,5-Trimethyloxazole This article mentions the following:

Malt is usually expected to be stable during 12 mo of storage. However, in practice many brewers notice changes in malt aroma during storage. The oxidative stabilities of pilsner malt and roasted malt were evaluated during a 12 mo storage at different temperatures (10 and 20 °C) and water activities (0.231 and 0.432). The radical content in malt kernels was measured by ESR spectroscopy and the volatile profile of the resulting sweet worts was measured by head-space anal. followed by GC-MS anal. The storage of malt resulted in oxidative reactions and a large change of the volatile profile of the resulting worts. Roasted malt was much more unstable than pilsner malt, as illustrated by a higher initial radical intensity, larger radical decay during storage and a larger change in the volatile profile of the wort with increased amounts of lipid oxidation products. For both roasted malt and pilsner malt, good correlations were found between radical decay and changes in the volatile profile of the wort, where high temperature and high water activity resulted in the largest changes. During the 12 mo of storage, the sugar extract of the wort made from the malts remained constant and was not affected by the chem. changes. This study suggests that chem. changes occurring in malts during less than 12 mo of storage may potentially affect the aroma of beer, and that water activity and storage temperature should both be kept low in order to maintain a high malt quality. Copyright © 2014 The Institute of Brewing & Distilling In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4Application In Synthesis of 2,4,5-Trimethyloxazole).

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. 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.Application In Synthesis of 2,4,5-Trimethyloxazole

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Aroma Constituents in Shanxi Aged Vinegar before and after Aging was written by Liang, Jingjing;Xie, Jianchun;Hou, Li;Zhao, Mengyao;Zhao, Jian;Cheng, Jie;Wang, Shi;Sun, Bao-Guo. And the article was included in Journal of Agricultural and Food Chemistry in 2016.Recommanded Product: 2,4,5-Trimethyloxazole This article mentions the following:

Shanxi aged vinegar is one of the most famous Chinese traditional cereal vinegars produced by spontaneous solid-state fermentation However, the aroma composition of Shanxi aged vinegar is still ambiguous. The Shanxi vinegars before and after aging were both analyzed by solvent-assisted flavor evaporation combined with gas chromatog.-mass spectrometry (GC-MS) as well as gas chromatog.-olfactometry (GC-O) in aroma extract dilution anal. A total of 87 odor-active regions were found by GC-O, and 80 odor-active compounds were identified. By GC-MS/MS, in selected reaction monitoring mode, 30 important identifications were quantitated using authentic standards In comparison, the aroma mols. for the vinegars before and after aging were almost the same; only their levels were altered, with mostly the esters and some compounds that produce pungent smells being lost and the levels of those from the Maillard reaction, especially the pyrazines (e.g., tetramethylpyrazine), being greatly increased. As for the aged vinegar, the compounds found to have high flavor dilution factors (>128) were 3-(methylthio)propanal, vanillin, 2,3-butanedione, tetramethylpyrazine, 3-methylbutanoic acid, γ-nonalactone, guaiacol, 3-(methylthio)propyl acetate, di-Me trisulfide, phenylacetaldehyde, 2-ethyl-6-methylpyrazine, 2-acetylpyrazine, 2,3-dimethylpyrazine, furfural, and 3-hydroxy-2-butanone. However, the aroma compounds found at high concentrations (>25 μg/L) in the aged vinegar were acetic acid, followed by 2,3-butanedione, furfural, 3-hydroxy-2-butanone, tetramethylpyrazine, furfuryl alc., and 3-methylbutanoic acid. In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4Recommanded Product: 2,4,5-Trimethyloxazole).

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. 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.Recommanded Product: 2,4,5-Trimethyloxazole

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Decarboxylative sp³ C-N coupling via dual copper and photoredox catalysis was written by Liang, Yufan;Zhang, Xiaheng;MacMillan, David W. C.. And the article was included in Nature (London, United Kingdom) in 2018.Quality Control of 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one This article mentions the following:

Over the past three decades, considerable progress has been made in the development of methods to construct sp² carbon-nitrogen (C-N) bonds using palladium, copper or nickel catalysis. However, the incorporation of alkyl substrates to form sp³ C-N bonds remains one of the major challenges in the field of cross-coupling chem. Here we demonstrate that the synergistic combination of copper catalysis and photoredox catalysis can provide a general platform from which to address this challenge. This cross-coupling system uses naturally abundant alkyl carboxylic acids and com. available nitrogen nucleophiles as coupling partners. It is applicable to a wide variety of primary, secondary and tertiary alkyl carboxylic acids (through iodonium activation), as well as a vast array of nitrogen nucleophiles: nitrogen heterocycles, amides, sulfonamides and anilines can undergo C-N coupling to provide N-alkyl products in good to excellent efficiency, at room temperature and on short timescales (five minutes to one hour). We demonstrate that this C-N coupling protocol proceeds with high regioselectivity using substrates that contain several amine groups, and can also be applied to complex drug mols., enabling the rapid construction of mol. complexity and the late-stage functionalization of bioactive pharmaceuticals. In the experiment, the researchers used many compounds, for example, 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1Quality Control of 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one).

5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. 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.Quality Control of 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

C-H heteroarylation of aromatics via catalyst free S_N2′ coupling cycloaromatization was written by Lu, Qixing;Wang, Tao;Wu, Qian;Cheng, Lijing;Luo, Han;Liu, Lei;Chu, Guobiao;Wang, Lufeng;Li, Baosheng. And the article was included in Green Chemistry in 2022.Reference of 1665-48-1 This article mentions the following:

The construction of a carbon-carbon bond is the most fundamental aspect of synthetic chem. In this study, authors developed a catalyst-free S_N2′ reaction of β-OTf-substituted enamides with aromatics to obtain aryl-substituted aza-1,4-dicarbonyl compounds that can be in situ transformed into aryl-imidazole, aryl-thiazole, and aryl-oxazole in one-pot operation, thus achieving C-H heteroarylation of aromatics This simple, efficient, clean and scalable strategy, which provides difficult-to-realize biaryl products, is compatible with various aromatics having varying complexities. This method can be used for the late-stage modification of various com. pharmaceuticals or functional materials and offers an orthogonal approach for constructing biaryl compounds In the experiment, the researchers used many compounds, for example, 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1Reference of 1665-48-1).

5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1) 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 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.Reference of 1665-48-1

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Synthesis of granulocyte-macrophage colony-stimulating factor as homogeneous glycoforms and early comparisons with yeast cell-derived material was written by Zhang, Qiang;Johnston, Eric V.;Shieh, Jae-Hung;Moore, Malcolm A. S.;Danishefsky, Samuel J.. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 2014.Category: oxazolidine This article mentions the following:

Granulocyte-macrophage colony-stimulating factor (GM-CSF) is a medicinally important glycoprotein, used as an immunostimulant following bone-marrow transplant. On the basis of reports of its potential utility as an anticancer vaccine adjuvant, we undertook to develop a synthetic route toward single-glycoform GM-CSF. We describe herein a convergent total synthesis of GM-CSF aglycon and two homogeneous glycoforms. Anal. and biol. studies confirm the structure and activity of these synthetic congeners. In the experiment, the researchers used many compounds, for example, Fmoc-Ala-Ser[Psi(Me,Me)Pro]-OH (cas: 252554-78-2Category: oxazolidine).

Fmoc-Ala-Ser[Psi(Me,Me)Pro]-OH (cas: 252554-78-2) 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. 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.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Regioselective TfOH-mediated hydroamidation of ynamides with nitriles was written by Wang, Wan-Shu;Chen, Ping;Tang, Yu. And the article was included in Tetrahedron in 2017.Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:

Ynamides (alkynyloxazolidinones and alkynylsulfonamides) underwent regioselective and diastereoselective hydroamidation reactions with nitriles such as acetonitrile mediated by TfOH and H₂O to yield (in most cases) (Z)-aminoenamides. Two of the aminoenamides were converted to oxazolidinyl pyrimidines, pyridines, and isoquinolines. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one).

3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) 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. 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.Recommanded Product: 3-(Phenylethynyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Discovery of Novel DNA Gyrase Inhibiting Spiropyrimidinetriones: Benzisoxazole Fusion with N-Linked Oxazolidinone Substituents Leading to a Clinical Candidate (ETX0914) was written by Basarab, Gregory S.;Doig, Peter;Galullo, Vincent;Kern, Gunther;Kimzey, Amy;Kutschke, Amy;Newman, Joseph P.;Morningstar, Marshall;Mueller, John;Otterson, Linda;Vishwanathan, Karthick;Zhou, Fei;Gowravaram, Madhusudhan. And the article was included in Journal of Medicinal Chemistry in 2015.SDS of cas: 97859-51-3 This article mentions the following:

A novel class of bacterial type-II topoisomerase inhibitor displaying a spiropyrimidinetrione architecture fused to a benzisoxazole scaffold shows potent activity against Gram-pos. and fastidious Gram-neg. bacteria. Here, the authors describe a series of N-linked oxazolidinone substituents on the benzisoxazole that improve upon the antibacterial activity of initially described compounds of the class, show favorable PK properties, and demonstrate efficacy in an in vivo Staphylococcus aureus infection model. Inhibition of the topoisomerases DNA gyrase and topoisomerase IV from both Gram-pos. and a Gram-neg. organisms was demonstrated. Compounds showed a clean in vitro toxicity profile, including no genotoxicity and no bone marrow toxicity at the highest evaluated concentrations or other issues that have been problematic for some fluoroquinolones. Compound I was identified for advancement into human clin. trials for treatment of uncomplicated gonorrhea based on a variety of beneficial attributes including the potent activity and the favorable safety profile. In the experiment, the researchers used many compounds, for example, (S)-5-(Hydroxymethyl)oxazolidin-2-one (cas: 97859-51-3SDS of cas: 97859-51-3).

(S)-5-(Hydroxymethyl)oxazolidin-2-one (cas: 97859-51-3) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.SDS of cas: 97859-51-3

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem