Goebel, Dominik et al. published their research in Organic Letters in 2019 | CAS: 163165-91-1

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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. 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

Aerobic C(sp2)-H Hydroxylations of 2-Aryloxazolines: Fast Access to Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores was written by Goebel, Dominik; Clamor, Nils; Lork, Enno; Nachtsheim, Boris J.. And the article was included in Organic Letters on July 19,2019.Category: oxazolidine The following contents are mentioned in the article:

The direct hydroxylation of 2-aryloxazolines via a deprotonative magnesiation using TMPMgCl·LiCl and subsequent oxidation with mol. oxygen or air as a green oxidant is reported. This method proceeds under mild conditions at room temperature with high regioselectivity and chemoselectivity. The obtained phenols exhibit tunable luminescence properties, induced by excited-state intramol. proton transfer. This method opens a new opportunity for the sustainable synthesis of luminescent organic mols. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Category: oxazolidine).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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. 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

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

 

Schachner, Joerg A. et al. published their research in Inorganic Chemistry in 2014 | CAS: 163165-91-1

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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.Reference of 163165-91-1

Oxorhenium(V) Complexes with Phenolate-Oxazoline Ligands: Influence of the Isomeric Form on the O-Atom-Transfer Reactivity was written by Schachner, Joerg A.; Terfassa, Belina; Peschel, Lydia M.; Zwettler, Niklas; Belaj, Ferdinand; Cias, Pawel; Gescheidt, Georg; Moesch-Zanetti, Nadia C.. And the article was included in Inorganic Chemistry on December 15,2014.Reference of 163165-91-1 The following contents are mentioned in the article:

The bidentate phenolate-oxazoline ligands 2-(2′-hydroxyphenyl)-2-oxazoline (1a, Hoz) and 2-(4′,4′-dimethyl-3′,4′-dihydrooxazol-2′-yl)phenol (1b, Hdmoz) were used to synthesize two sets of oxorhenium(V) complexes, namely, [ReOCl2(L)(PPh3)] [L = oz (2a) and dmoz (2b)] and [ReOX(L)2] [X = Cl, L = oz (3a or 3a’); X = Cl, L = dmoz (3b); X = OMe, L = dmoz (4)]. Complex 3a’ is a coordination isomer (N,N-cis isomer) with respect to the orientation of the phenolate-oxazoline ligands of the previously published complex 3a (N,N-trans isomer). The reaction of 3a’ with silver triflate in acetonitrile led to the cationic compound [ReO(oz)2(NCCH3)](OTf) ([3a’](OTf)). Compound 4 is a rarely observed isomer with a trans-O=Re-OMe unit. Complexes 3a, 3a’, [3a’](OTf), and 4 were tested as catalysts in the reduction of a perchlorate salt with an organic sulfide as the O acceptor and are active, in contrast to 2a and 2b. A comparison of the two isomeric complexes 3a and 3a’ showed significant differences in activity: 87% 3a vs. 16% 3a’ sulfoxide yield. When complex [3a’](OTf) was used, the yield was 57%. D. functional theory calculations circumstantiate all of the proposed intermediates with N,N-trans configurations to be lower in energy compared to the resp. compounds with N,N-cis configurations. Also, no interconversions between N,N-trans and N,N-cis configurations are predicted, which is in accordance with exptl. data. This is interesting because it contradicts previous mechanistic views. Kinetic analyses determined by UV-visible spectroscopy on the rate-determining oxidation steps of 3a, 3a’, and [3a’](OTf) proved the N,N-cis complexes 3a’ and [3a’](OTf) to be slower by a factor of ∼4. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Reference of 163165-91-1).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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.Reference of 163165-91-1

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

 

Cozzi, Pier Giorgio et al. published their research in Organometallics in 1995 | CAS: 163165-91-1

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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. 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 163165-91-1

(Hydroxyphenyl)oxazoline: a Novel and Remarkably Facile Entry into the Area of Chiral Cationic Alkylzirconium Complexes Which Serve as Polymerization Catalysts was written by Cozzi, Pier Giorgio; Gallo, Emma; Floriani, Carlo; Chiesi-Villa, Angiola; Rizzoli, Corrado. And the article was included in Organometallics on November 30,1995.Product Details of 163165-91-1 The following contents are mentioned in the article:

I (L; R = R1 = Me, R2 = H; R = R2 = H, R1 = Ph; R = H, R1 = Me, R2 = Ph), readily accessible on a large scale from com. available amino alcs., were reacted with M(CH2Ph)4 (M = Zr, Hf) to prepare [L2M(CH2Ph)2] (II). The x-ray crystal structure of [L2Zr(CH2Ph)2] (R = R1 = Me, R2 = H) was determined and showed a cis arrangement for the benzyl ligands. Protonolysis of 3 of II with HNR3BPh4 gave cationic [ML2(CH2Ph)(THF)]BPh4; 2 of these were also prepared via an oxidative pathway utilizing Cp2FeBPh4. The x-ray crystal structure of [HfL2(CH2Ph)(THF)]BPh4 (R = R1 = Me, R2 = H) was obtained and showed a THF mol. cis to the benzyl ligand. A preliminary study of ethylene polymerization with [ZrL2(CH2Ph)(THF)]BPh4 (R = R1 = Me, R2 = H) in toluene showed an interesting, although low, activity. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Product Details of 163165-91-1).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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. 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 163165-91-1

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

 

Goebel, Dominik et al. published their research in Journal of Organic Chemistry in 2021 | CAS: 163165-91-1

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Recommanded Product: 163165-91-1

Substitution Effect on 2-(Oxazolinyl)-phenols and 1,2,5-Chalcogenadiazole-Annulated Derivatives: Emission Color-Tunable, Minimalistic Excited-State Intramolecular Proton Transfer (ESIPT)-based Luminophores was written by Goebel, Dominik; Rusch, Pascal; Duvinage, Daniel; Stauch, Tim; Bigall, Nadja-C.; Nachtsheim, Boris J.. And the article was included in Journal of Organic Chemistry on November 5,2021.Recommanded Product: 163165-91-1 The following contents are mentioned in the article:

Minimalistic 2-(oxazolinyl)-phenols substituted with different electron-donating and -withdrawing groups as well as 1,2,5-chalcogenadiazole-annulated derivatives thereof were synthesized and investigated toward their emission behavior in solution as well as in the solid state. Depending on the nature of the incorporated substituent and its position, emission efficiencies were increased or diminished, resulting in AIE- or ACQ-characteristics. Single crystal anal. revealed J- and H-type packing motifs and a so far undescribed isolation of ESIPT-based fluorophores in the keto form. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Recommanded Product: 163165-91-1).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Recommanded Product: 163165-91-1

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

 

Obrien, Kevin T. et al. published their research in Organic Letters in 2021 |CAS: 168297-86-7

The Article related to aldehyde difluoromethylene silyl electrophile diastereoselective anion relay, difluoromethylene scaffold stereoselective preparation, Aliphatic Compounds: Halides and Halonium Compounds and other aspects.Synthetic Route of 168297-86-7

On March 5, 2021, Obrien, Kevin T.; Nadraws, Jonathan W.; Smith, Amos B. III published an article.Synthetic Route of 168297-86-7 The title of the article was A Difluoromethylene Linchpin/Synthon: Application in Conjunction with Anion Relay Chemistry (ARC) Permits Ready Access to Diverse Difluoromethylene Scaffolds. And the article contained the following:

Organodifluorine synthons, in conjuction with three-component diastereoselective anion relay chem. (ARC), permit ready access to diverse difluoromethylene scaffolds. Initiated via [1,2]-addition of an organolithium reagent to a β-difluoromethylene silyl aldehyde, an alkoxide intermediate is formed, which is capable of undergoing a [1,4]-Brook rearrangement to generate a stabilized α-difluoromethylene carbanion, which, upon electrophile capture, affords a three-component adduct. This three component synthetic tactic represents a novel one-pot divergent strategy for the construction of diverse organodifluorine containing compounds The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Synthetic Route of 168297-86-7

The Article related to aldehyde difluoromethylene silyl electrophile diastereoselective anion relay, difluoromethylene scaffold stereoselective preparation, Aliphatic Compounds: Halides and Halonium Compounds and other aspects.Synthetic Route of 168297-86-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Davies, Stephen G. et al. published their research in Tetrahedron: Asymmetry in 1995 |CAS: 168297-86-7

The Article related to oxazolidinone dimethyl chiral auxiliary, chiral auxiliary dimethyloxazolidinone, stereoselective enolate alkylation michael addition dimethyloxazolidinone, General Organic Chemistry: Synthetic Methods and other aspects.Safety of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

On March 31, 1995, Davies, Stephen G.; Sanganee, Hitesh J. published an article.Safety of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one The title of the article was 4-Substituted-5,5-dimethyl Oxazolidin-2-ones as effective chiral auxiliaries for enolate alkylations and Michael additions. And the article contained the following:

4-(Me, Ph, benzyl, and i-propyl)-5,5-dimethyloxazolidin-2-ones, readily available from α-amino acids, are shown to be effective chiral auxiliaries for stereoselective enolate alkylations and conjugate additions of attached N-acyl moieties. Thus, e.g., diastereoselective benzylation of the N-propionyl derivatives I (R = Me, Ph, benzyl, iso-Pr) afforded II (% yield/% d.e. in order of R: 85/90; 63/81; 51/95; 22/97). The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Safety of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

The Article related to oxazolidinone dimethyl chiral auxiliary, chiral auxiliary dimethyloxazolidinone, stereoselective enolate alkylation michael addition dimethyloxazolidinone, General Organic Chemistry: Synthetic Methods and other aspects.Safety of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Jimenez, Jacqueline et al. published their research in Tetrahedron in 2015 |CAS: 168297-86-7

The Article related to syn effect stereoselective alkylation unsaturated acyloxazolidinone, General Organic Chemistry: Synthetic Methods and other aspects.Quality Control of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

On July 8, 2015, Jimenez, Jacqueline; Ramirez, JuanCarlos; Huelgas, Gabriela; Melendrez, Ruth; Cabrera-Vivas, Blanca M.; Sansinenea, Estibaliz; Ortiz, Aurelio published an article.Quality Control of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one The title of the article was ‘Syn-effect’ in the diastereoselective alkylation of 3-[(E)-α,β-unsaturated-γ-substituted]-N-acyloxazolidinones. And the article contained the following:

Synthetic methods for the formation of alkenes usually produce the E-alkene because it is more stable. However, in isomerization reaction (double bond migration) that takes place in α, β-unsaturated carbonyl compounds, when these carbonyl compounds are exposed to strong bases, furnish Z-alkenes highly stereoselective depending on the γ-substituent in the α, β-unsaturated carbonyl. This stereoselectivity can be attributed to the known Syn-effect. The synthetic value of this methodol. is the achievement of chiral alc. bearing an electron rich Z-alkene, as well as substituted, which was accomplished via removal of the oxazolidinone moiety under treatment with NaBH4, THF-H2O. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Quality Control of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

The Article related to syn effect stereoselective alkylation unsaturated acyloxazolidinone, General Organic Chemistry: Synthetic Methods and other aspects.Quality Control of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Mabe, Phillip J. et al. published their research in Organic Letters in 2014 |CAS: 168297-86-7

The Article related to asym radical addition tempo titanium enolate alpha hydroxylation, General Organic Chemistry: Synthetic Methods and other aspects.Category: oxazolidine

On January 17, 2014, Mabe, Phillip J.; Zakarian, Armen published an article.Category: oxazolidine The title of the article was Asymmetric Radical Addition of TEMPO to Titanium Enolates. And the article contained the following:

A mild method for α-hydroxylation of N-acyl oxazolidinones by asym. radical addition of the 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO) radical to titanium enolates was developed. The high diastereoselectivity and broad scope of the reaction show synthetic utility for the α-hydroxylation of substrates that are not tolerant to strongly basic conditions. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Category: oxazolidine

The Article related to asym radical addition tempo titanium enolate alpha hydroxylation, General Organic Chemistry: Synthetic Methods and other aspects.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Qiu, Yao-Ling et al. published their patent in 2019 |CAS: 168297-86-7

The Article related to hepatitis b virus antiviral, Pharmaceuticals: Formulation and Compounding and other aspects.Application In Synthesis of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

On October 3, 2019, Qiu, Yao-Ling; Kass, Jorden; Suh, Byung-Chul; Cao, Hui; Li, Wei; Peng, Xiaowen; Gao, Xuri; Or, Yat Sun published a patent.Application In Synthesis of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one The title of the patent was Hepatitis B antiviral agents. And the patent contained the following:

The present invention discloses compounds of Formula (I; W and Y are each N and Z is CR10; or W is C, one of Y and Z is N and the other is NR11; R10 is hydrogen, halo, or optionally substituted C1-C6 alkyl; R11 is hydrogen, etc.), and pharmaceutically acceptable salts, esters, or prodrugs thereof which inhibit the protein(s) encoded by hepatitis B virus (HBV) or interfere with the function of the HBV life cycle of the hepatitis B virus and are also useful as antiviral agents. The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from HBV infection. The invention also relates to methods of treating an HBV infection in a subject by administering a pharmaceutical composition comprising the compounds of the present invention. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Application In Synthesis of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

The Article related to hepatitis b virus antiviral, Pharmaceuticals: Formulation and Compounding and other aspects.Application In Synthesis of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Gourlay, Matthew D. et al. published their research in Crystal Growth & Design in 2007 |CAS: 97859-49-9

The Article related to spontaneous organic racemate resolution crystal structure prediction, Organic Analytical Chemistry: Separations and other aspects.Synthetic Route of 97859-49-9

On January 31, 2007, Gourlay, Matthew D.; Kendrick, John; Leusen, Frank J. J. published an article.Synthetic Route of 97859-49-9 The title of the article was Rationalization of racemate resolution: predicting spontaneous resolution through crystal structure prediction. And the article contained the following:

Crystal structure prediction simulations are reported on 5-hydroxymethyl-2-oxazolidinone and 4-hydroxymethyl-2-oxazolidinone to establish the feasibility of predicting the spontaneous resolution of racemates of small organic mols. It is assumed that spontaneous resolution occurs when the enantiomorph is more stable than the racemic solid. The starting point is a gas phase conformational search to locate all low-energy conformations. These conformations were used to predict the possible crystal structures of 5- and 4-hydroxymethyl-2-oxazolidinone. In both cases, the racemic crystal structure is predicted to have the lowest energy. The energy differences between the lowest-energy racemic solids and the lowest-energy enantiomorphs are 0.2 kcal mol-1 for 5-hydroxymethyl-2-oxazolidinone and 0.9 kcal mol-1 for 4-hydroxymethyl-2-oxazolidinone. In the case of 4-hydroxymethyl-2-oxazolidinone, where the racemic crystal is known to be more stable and the exptl. crystal structures of both the racemate and the enantiomorph are available, the simulation results match the observed data. For 5-hydroxymethyl-2-oxazolidinone, where only enantiopure crystals are observed exptl., the known exptl. structure is found 1.6 kcal mol-1 above the lowest-energy predicted structure. It is possible to predict whether the racemate of a small chiral mol. can be resolved spontaneously, although further advances in the accuracy of lattice energy calculations are required. The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).Synthetic Route of 97859-49-9

The Article related to spontaneous organic racemate resolution crystal structure prediction, Organic Analytical Chemistry: Separations and other aspects.Synthetic Route of 97859-49-9

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem