Category: oxazolidine

Asymmetric synthesis of non-natural amino acid derivatives: (2R/3S) and (2S/3R) 2-(tert-butoxycarbonylamino)-3-cyclohexyl-3-phenyl propanoic acids was written by Yang, Rui;Guo, Ya-Fei;Gao, Zhan-Yong;Zhao, Qian;Zhang, Qian-Yang;Lin, Jun. And the article was included in Journal of Chemical Research in 2015.Recommanded Product: 99395-88-7 This article mentions the following:

Highly conformationally-constrained novel α-amino acid derivatives ((2R/3S) and (2S/3R)-2-(Boc-amino)-3-cyclohexyl-3-phenylpropanoic acids) (Boc = tert-butoxycarbonyl) have been synthesized with high stereoselectivity (> 90% de) and in 36-37% overall yields. In the synthesis, Evans’ auxiliary (4(R/S)-4-phenyl-oxazolidin-2-one) was used to control the stereoselectivity via the key reactions of asym. Michael addition, azidation and catalytic hydrogenolysis. In the experiment, the researchers used many compounds, for example, (S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7Recommanded Product: 99395-88-7).

(S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7) 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.Recommanded Product: 99395-88-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Study of stereomeric peptoid chiral stationary phases containing different chiral side chains was written by Wu, Haibo;Song, Guangjun;Wang, Dongqiang;Yu, Hui;Ke, Yanxiong;Liang, Xinmiao. And the article was included in Journal of Chromatography A in 2013.Safety of (S)-4-Phenyloxazolidin-2-one This article mentions the following:

The authors studied six stereomeric peptoid chiral stationary phases (CSPs) successively combining N’-phenyl-proline amide, α-phenylethyl amine, 2-aminocyclohexyl phenylcarbamate and another α-phenylethyl amine under normal phase mode. CSPs 1–4, I, with R-S-(1R,2R)-S, R-S-(1S,2S)-S, R-R-(1R,2R)-R and R-R-(1S,2S)-R configuration exhibited much different enantiorecognition abilities. Overall, CSPs 1 and 2 performed better for the 55 analytes tested. CSP 5 (I, R-S-rac-S) with mixed selectors combined partial selectivities of CSPs 1 and 2. CSP 6 (I, S-R-(1R,2R)-R) as enantiomeric counterpart of CSP 2 exhibited similar enantioseparation ability and reversal elution orders for analytes resolved. For several biaryl type analytes, CSP 6 even outperformed com. Chiralpak AD-H and Chiralcel OD-H. Excellent resolution of 3,3′-diphenyl-2,2′-bi-1-naphthalol (VANOL) on CSP 6 illustrated its potential application in preparative enantioseparation Eluting orders of enantiomers on stereomeric CSPs also provided the authors further insight into enantiorecognition of some analytes. In the experiment, the researchers used many compounds, for example, (S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7Safety of (S)-4-Phenyloxazolidin-2-one).

(S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7) 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.Safety of (S)-4-Phenyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

A multicenter, randomized, double-blind, placebo-controlled, crossover trial to evaluate the efficacy and safety of zolmitriptan nasal spray for the acute treatment of migraine in patients aged 6 to 11 years, with an open-label extension. was written by Yonker, Marcy E;McVige, Jennifer;Zeitlin, Leonid;Visser, Hester. And the article was included in Headache in 2022.Synthetic Route of C16H21N3O2 This article mentions the following:

OBJECTIVE: To evaluate the efficacy and safety of zolmitriptan nasal spray (ZNS) in the acute treatment of migraine headache in patients aged 6 to 11 years. BACKGROUND: Triptans have demonstrated efficacy in adults, but pediatric studies of these agents have largely failed and there are few triptan options for these patients. Because lack of response to 1 triptan does not necessarily preclude response to an alternate triptan, additional triptan options for pediatric patients are desirable. METHODS: This Phase 3, randomized, double-blind, placebo-controlled, multicenter crossover trial with an open-label extension enrolled patients aged 6 to 11 years with a diagnosis of migraine for ≥6 months and ≥16 headache-free days/month (N = 373). After a run-in period to eliminate placebo responders, 186 patients were randomized within their body weight stratum to ZNS followed by matching placebo, or placebo followed by matching ZNS. Patients <50 kg who were randomly allocated to ZNS were randomized to 5:1 to ZNS 2.5 or 1.0 mg; those ≥50 kg were randomized 5:1 to ZNS 5.0 or 2.5 mg. Patients had 6 weeks to treat 1 moderate to severe migraine headache and then crossed over to the alternate arm, during which they had 6 weeks to treat a second migraine attack. Patients could participate in a subsequent 6-month outpatient open-label extension. The primary efficacy endpoint was pain-free status at 2 h in patients treated with the high dose from each stratum. RESULTS: The trial was terminated early due to slow enrollment. Three hundred patients (mean age, 9 years) entered the placebo run-in period and 186 entered the double-blind period. Pain-free status at 2 h postdose was achieved by 45/133 (33.8%) and 30/128 (23.4%) of patients who received high-dose ZNS and placebo, respectively (p = 0.0777; odds ratio [OR] 1.51; 95% confidence interval [CI] 0.96, 2.38). Several secondary endpoints achieved statistical significance. There were few treatment-related adverse events and none led to discontinuation. ZNS retained efficacy and demonstrated a consistent safety profile throughout the 6-month open-label extension. CONCLUSION: The effect of high-dose ZNS on the primary endpoint of pain-free status at 2 h did not achieve statistical significance. ZNS was safe and well tolerated in this pediatric population. In the experiment, the researchers used many compounds, for example, (S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one (cas: 139264-17-8Synthetic Route of C16H21N3O2).

(S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one (cas: 139264-17-8) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. 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.Synthetic Route of C16H21N3O2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

X-ray photoelectron study of electron density distribution in palladium(II) β-diketonate complexes was written by Mazalov, L. N.;Trubina, S. V.;Kryuchkova, N. A.;Tarasenko, O. A.;Trubin, S. V.;Zharkova, G. I.. And the article was included in Journal of Structural Chemistry in 2007.Application of 15214-66-1 This article mentions the following:

The electron d. distribution in Pd(II) β-diketonate complexes was studied by XPS and DFT-B3LYP method. Data about the electronic structure (effective charges, core level energies) of the compounds are compared with their thermodn. parameters (thermal stability, vaporization enthalpy). In mol. crystals of Pd(II) β-diketonates, the volatility of the complexes and vaporization enthalpy ΔH depend not only on van der Waals interactions, but also on electrostatic interactions of mols. in crystal. In the experiment, the researchers used many compounds, for example, Bis(2,2′,6,6′-tetramethylheptanedionato) palladium(II) (cas: 15214-66-1Application of 15214-66-1).

Bis(2,2′,6,6′-tetramethylheptanedionato) palladium(II) (cas: 15214-66-1) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. 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.Application of 15214-66-1

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Bioanalytical method development, validation and quantification of Bosentan by high-performance liquid chromatography in rat plasma was written by Nallakumar, P.;Siva, Kumar R.. And the article was included in World Journal of Pharmaceutical Research in 2017.Category: oxazolidine This article mentions the following:

A Simple and rapid bioanal. high performance liquid chromatog. (HPLC) method for the determination of Bosentan using Losertan as an internal standard was developed and validated as per regulatory requirements. Sample preparation was accomplished through liquid phase extraction and chromatog. separation on a reverse phase column. The mobile phase consists of mixture of methanol and water in the ratio of 50:50 at a flow rate of 1ml/min. The wavelength used for the detection of bosentan was 225 nm with a total run time of 6 min. The retention times of bosentan and losartan were found to be 2 and 4 resp. The method was developed and tested for the linearity range of 250-750mg/mL. The method was validated for accuracy, precision, linearity and recovery in compliance to international regulatory guidelines. In the experiment, the researchers used many compounds, for example, 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one (cas: 1665-48-1Category: oxazolidine).

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

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Redox-responsive biomimetic polymeric micelle for simultaneous anticancer drug delivery and aggregation-induced emission active imaging was written by Hu, Jun;Zhuang, Weihua;Ma, Boxuan;Su, Xin;Yu, Tao;Li, Gaocan;Hu, Yanfei;Wang, Yunbing. And the article was included in Bioconjugate Chemistry in 2018.Application In Synthesis of (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate This article mentions the following:

Intelligent polymeric micelles have been developed as potential nanoplatforms for efficient drug delivery and diagnosis. Herein, we successfully prepared redox-sensitive polymeric micelles combined aggregation-induced emission (AIE) imaging as an outstanding anticancer drug carrier system for simultaneous chemotherapy and bioimaging. The amphiphilic copolymer TPE-SS-PLAsp-b-PMPC could self-assemble into spherical micelles, and these biomimetic micelles exhibited great biocompatibility and remarkable ability in antiprotein adsorption, showing great potential for biomedical application. Anticancer drug doxorubicin (DOX) could be encapsulated during the self-assembly process, and these drug-loaded micelles showed intelligent drug release and improved antitumor efficacy due to the quick disassembly in response to high levels of glutathione (GSH) in the environment. Moreover, the intracellular DOX release could be traced through the fluorescent imaging of these AIE micelles. As expected, the in vivo antitumor study exhibited that these DOX-carried micelles showed better antitumor efficacy and less adverse effects than that of free DOX. These results strongly indicated that this smart biomimetic micelle system would be a prominent candidate for chemotherapy and bioimaging. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6Application In Synthesis of (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate).

(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. 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.Application In Synthesis of (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Iodine-Mediated Oxidation of Ynamides: A Facile Access to N-Monosubstituted α-Ketoamides and α-Ketoimides was written by Huang, Hai;He, Guangke;Zhu, Xiaolin;Jin, Xiaodong;Qiu, Shineng;Zhu, Hongjun. And the article was included in European Journal of Organic Chemistry in 2014.Related Products of 888329-88-2 This article mentions the following:

An efficient iodine-mediated oxidation reaction for ynamides has been developed to produce N-monosubstituted α-ketoamides and α-ketoimides. This oxidative method, which exhibits good functional group tolerance, was performed under mild conditions without a metal catalyst. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Related Products of 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. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Related Products of 888329-88-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Copper-Catalyzed Silylcupration of Activated Alkynes was written by Vercruysse, Sebastien;Jouvin, Kevin;Riant, Olivier;Evano, Gwilherm. And the article was included in Synthesis in 2016.Computed Properties of C11H9NO2 This article mentions the following:

A highly efficient catalytic silylcupration of activated alkynes is reported. Upon reaction with silylboronates and methanol in THF at room temperature in the presence of copper(I) fluoride tris(triphenylphosphine), a range of ynamides and propiolates were found to undergo a smooth silylcupration. This reaction, which tolerates various functional groups, affords a straightforward and efficient entry to the corresponding β-silylenamides and -acrylates, which were formed with high levels of regio- and stereoselectivities. 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 are commonly obtained by reaction of strained heterocycles, mainly aziridines. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Computed Properties of C11H9NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Emerging pollutants and antibiotics removed by conventional activated sludge followed by ultraviolet radiation in a municipal wastewater treatment plant in Mexico was written by Martinez-Organiz, Angeles;Bravo, Jose Elias Becerril;Llompart, Maria;Dagnac, Thierry;Lamas, J. Pablo;Vazquez, Lua;Sampedro-Rosas, Laura. And the article was included in Water Quality Research Journal in 2021.Quality Control of 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one This article mentions the following:

Different groups of emerging pollutants (EPs) were identified (drugs, pesticides, hormones, illicit drugs, and fire retardant), and the removal of four antibiotics was determined (sulfamethoxazole 62.2-94.4%, ciprofloxacin 71-83.1%, norfloxacin 82-89%, and ofloxacin 78-97.9%) in a municipal wastewater treatment plant (WWTP) in Acapulco, Gro. Mexico. The compounds were extracted from influent and effluent samples by solid phase extraction (SPE). The identification of non-target EPs was performed by liquid chromatog. coupled with high-resolution mass spectrometry (LC-HRMS). The antibiotic quantification was performed by liquid chromatog. coupled with tandem mass spectrometry (LC-MS/MS). Most of the non-target compounds were detected only in the influent samples. Antibiotics levofloxacin and nalidixic acid, the anticonvulsants carbamazepine and oxycarbamazepine, the local anesthetic lidocaine, and the pesticide tridemorph were the main EPs not removed by the WWTP. In this study, it was shown that the Aguas Blancas WWTP does not manage to remove 100% of the various EPs identified in the effluent, although the elimination degree is high in most cases, despite being one of the model plants in Mexico. 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. 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 well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Quality Control of 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

De Novo Synthesis of Troc-Protected Amines: Intermolecular Rhodium-Catalyzed C-H Amination with N-Tosyloxycarbamates was written by Lebel, Helene;Huard, Kim. And the article was included in Organic Letters in 2007.Synthetic Route of C5H9NO2 This article mentions the following:

The rhodium-catalyzed intermol. C-H insertion of the nitrene derived from 2,2,2-trichloroethyl N-tosyloxycarbamate (I) proceeded in good to excellent yields to produce a variety of Troc-protected amines. E.g., rhodium(II) triphenylacetate catalyzed the reaction of MePh and I to give 50% PhCH₂NHTroc. With cyclic aliphatic alkanes, it is possible to use only 2 equiv of substrate, whereas the reaction with aromatic alkanes is run neat. Not only does the nitrene insertion proceed in benzylic, secondary, and tertiary C-H bonds but also primary C-H insertion products were obtained in good yields. Finally, the use of chiral rhodium catalysts to provide an enantioselective version of this process is discussed. In the experiment, the researchers used many compounds, for example, 5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1Synthetic Route of C5H9NO2).

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) 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. 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.Synthetic Route of C5H9NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem