Category: 1121-83-1

Bach, Jordi et al. published their research in Tetrahedron Letters in 1999 | CAS: 1121-83-1

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) 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.Formula: C5H9NO2

N-acyl-5,5-dimethyl-oxazolidin-2-ones as latent aldehyde equivalents was written by Bach, Jordi;Bull, Steven D.;Davies, Stephen G.;Nicholson, Rebecca L.;Sanganee, Hitesh J.;Smith, Andrew D.. And the article was included in Tetrahedron Letters in 1999.Formula: C5H9NO2 This article mentions the following:

N-acyl-5,5-dimethyl-oxazolidin-2-ones can function as versatile latent aldehyde equivalent Reductive cleavage with DIBAL-H affords aldehydes in good yield, while tandem DIBAL-H/Wittig methodol. affords α,β-unsaturated esters. In the experiment, the researchers used many compounds, for example, 5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1Formula: C5H9NO2).

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) 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.Formula: C5H9NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Qiu, Haile et al. published their research in Chemical Science in 2019 | CAS: 1121-83-1

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Recommanded Product: 5,5-Dimethyloxazolidin-2-one

Design, synthesis and application of a new type of bifunctional Le-Phos in highly enantioselective γ-addition reactions of N-centered nucleophiles to allenoates was written by Qiu, Haile;Chen, Xiaofeng;Zhang, Junliang. And the article was included in Chemical Science in 2019.Recommanded Product: 5,5-Dimethyloxazolidin-2-one This article mentions the following:

A novel class of cyclic phosphine derived bifunctional catalysts (RP,S,S,RS)/(SP,R,S,RS)-Le-Phos I (R = Ph, pentafluorophenyl, cyclopentyl, etc.) is reported, which can be readily prepared from inexpensive and com. available starting materials and exhibit good performances in enantioselective γ-addition reactions of N-centered nucleophiles e.g., 1,3-oxazolidin-2-one and allenoates R1CH=C=CHC(O)OR2 (R1 = Me, Et, cyclopentyl, etc.; R2 = Et, tert-Bu, 4-fluorophenyl, etc.) under mild conditions. The salient features of this reaction include high product yields, good enantioselectivity, mild reaction conditions, and broad substrate scope and gram-scale scalability. In the experiment, the researchers used many compounds, for example, 5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1Recommanded Product: 5,5-Dimethyloxazolidin-2-one).

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Recommanded Product: 5,5-Dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

He, Tian et al. published their research in Advanced Synthesis & Catalysis in 2014 | CAS: 1121-83-1

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) 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.Recommanded Product: 1121-83-1

Synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols or 3-amino alcohols using iodobenzene dichloride and sodium azide was written by He, Tian;Gao, Wen-Chao;Wang, Wei-Kun;Zhang, Chi. And the article was included in Advanced Synthesis & Catalysis in 2014.Recommanded Product: 1121-83-1 This article mentions the following:

A general and efficient method for the synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols and 3-amino alcs. was developed using the same reagent combination of PhICl2 and NaN3. In the experiment, the researchers used many compounds, for example, 5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1Recommanded Product: 1121-83-1).

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) 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.Recommanded Product: 1121-83-1

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Cailleau, Thais et al. published their research in Organic & Biomolecular Chemistry in 2007 | CAS: 1121-83-1

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. 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 5,5-Dimethyloxazolidin-2-one

Asymmetric synthesis of β-amino-γ-substituted-γ-butyrolactones: Double diastereoselective conjugate addition of homochiral lithium amides to homochiral α,β-unsaturated esters was written by Cailleau, Thais;Cooke, Jason W. B.;Davies, Stephen G.;Ling, Kenneth B.;Naylor, Alan;Nicholson, Rebecca L.;Price, Paul D.;Roberts, Paul M.;Russell, Angela J.;Smith, Andrew D.;Thomson, James E.. And the article was included in Organic & Biomolecular Chemistry in 2007.Quality Control of 5,5-Dimethyloxazolidin-2-one This article mentions the following:

Nonracemic α,β-unsaturated esters such as I (R = Me, Ph; TBS = tert-butyldimethylsilyl) containing a single, γ-stereogenic center undergo stereoselective addition of lithium amides derived from nonracemic benzylamines (with or without concomitant alkylation reactions) to give β-amino esters such as (benzylamino)pentanoates II (R = Me, Ph; R1 = H, Me). The stereoisomers produced by the additions of lithium N-(α-methylbenzyl)-N-benzylamides to nonracemic γ-substituted-α,β-unsaturated esters such as I are determined by the configurations of the amides, while the relative stereochem. of the ester and the amide determines the level of stereoselectivity observed The stereoselectivities of the additions of lithium N-(α-methylbenzyl)-N-benzylamides to a nonracemic γ-substituted-α,β-unsaturated enoyl oxazolidinone is opposite to those observed in the additions of lithium N-(α-methylbenzyl)-N-benzylamides to nonracemic γ-substituted-α,β-unsaturated esters with the same configurations at the γ stereocenter. Desilylation and cyclization (with or without epimerization) of the resultant β-amino carbonyl compounds provides nonracemic β-amino-γ-lactones such as III (R = Me, Ph; R1 = H, Me) with good yields and high diastereoselectivities. In the experiment, the researchers used many compounds, for example, 5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1Quality Control of 5,5-Dimethyloxazolidin-2-one).

5,5-Dimethyloxazolidin-2-one (cas: 1121-83-1) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. 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 5,5-Dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 1121-83-1

1121-83-1, This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 1121-83-1. We look forward to the emergence of more reaction modes in the future. 1121-83-1

One of the major reasons is to use measurements of the macroscopic properties of a system, the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 1121-83-1, introduce a new downstream synthesis route., 1121-83-1

The synthesis of 5,5-Dimethyl-oxazolidin-2-one as depicted in the above scheme followed the procedures disclosed in: Bull, S. D.; Davies, S. G.; Jones, S.; Sanganee, H. J. J. Chem. Soc. Perkin Trans. 1 1999, 4, 387.To a 250 mL dry round bottom flask were added 5,5-dimethyl-oxazolidin-2-one (5.10 g, 44.3 mmol), triphosgene (5.26 g, 17.7 mmol) and anhydrous THF (80 mL). The mixture was stirred in an ice-water bath, then triethylamine (8.6 mL, 62.0 mmol) was added slowly. The resulting mixture was stirred at room temperature overnight. The reaction mixture was filtered and the filtrate was concentrated. To the residue was added 2,6-difluoro-4-hydroxybenzaldehyde (5.03 g, 31.9 mmol) and 80 mL of CH2Cl2. The resulting solution was cooled in an ice-water bath, then triethylamine (6.0 mL, 42.5 mmol) was added. After stirring at room temperature for 7 hours, water (100 mL) was added to the reaction mixture. The CH2Cl2 layer was separated, and the aqueous layer was extracted continually with CH2Cl2 (50 mL¡Á3). The combined CH2Cl2 solution was dried over Na2SO4. After removal of the solvent, the residue was purified with a silica gel chromatography (heptane/ethyl acetate, gradient eluting) to give 3,5-difluoro-4-formylphenyl 5,5-dimethyl-2-oxooxazolidine-3-carboxylate (6.9 g) as a pale yellow crystal. Yield: 52%. 1H NMR (CDCl3, 300 MHz): delta=10.39 (s, 1H), 7.09 (d, J=9.0 Hz, 2H), 3.97 (s, 2H), 1.67 (s, 6H).

1121-83-1, This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 1121-83-1. We look forward to the emergence of more reaction modes in the future. 1121-83-1

Reference£º
Patent; WARNER CHILCOTT COMPANY, LLC; US2011/98251; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 1121-83-1

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about 1121-83-1 if you are interested.

1121-83-1, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 1121-83-1, name is 5,5-Dimethyloxazolidin-2-one. A new synthetic method of this compound is introduced below.

To a solution of 6-(6-fluoro-4-iodo-2-pyridyl)-5-methyl-2-pyrimidin-2-yl-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine (the product of step 1 in Example 96, 100 mg, 223 muiotaetaomicron) in dioxane (3mL) was added 5,5-dimethyloxazolidin-2-one (51.4 mg, 446 muiotaetaomicron), cesium carbonate (145 mg, 446 muiotaetaomicron), Xantphos (25.8 mg, 44.6 muiotaetaomicron) and Pd(OAc)2(5.01 mg, 22.3 muiotaetaomicron). The reaction mixture was heated at 100 C with stirring for 20 hrs under Ar. After being cooled to rt, the resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by prep-HPLC to give 3-[2-Fluoro-6-(5-methyl-2-pyrimidin-2-yl-7,8-dihydro-5H-pyrido [4,3-d]pyrimidin-6-yl)-4-pyridyl]-5,5-dimethyl-oxazolidin-2-one (8 mg) as a light yellow solid. 1H NMR (400MHz, DMSO-<) delta ppm: 8.99 (d, 2H), 8.95 (s, 1H), 7.64 (t, 1H), 6.72 (s, 6.70 (s, 1H), 5.71-5.66 (m, 1H), 4.51 - 4.40 (m, 1H), 3.93 (s, 2H), 3.56 - 3.44 (m, 1H), 3.12 - 2.97 (m, 2H), 1.53 (d, 3H), 1.49 (d, 6H). MS obsd (ESI) [(M+H)+]: 436. In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about 1121-83-1 if you are interested. Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Yongguang; YANG, Song; (211 pag.)WO2018/1952; (2018); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 1121-83-1

The synthetic route of 1121-83-1 has been constantly updated, and we look forward to future research findings.

1121-83-1, 5,5-Dimethyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 7 Preparation of S-sec-butyl O-ethyl (5,5-dimethyl- 2-oxo-3-oxazolidinyl)phosphonothiolate (Compound No. 41) 1.5 g of 5,5-dimethyl-2-oxazolidinone prepared in the same manner as the reaction (1) of Example 4, was dissolved in 30 ml of tetrahydrofuran, and the solution was cooled to -78 C. Then, 10 ml of a n-hexane solution of n-butyl lithium (1.65M) was gradually dropwise added thereto, and the mixture was stirred for 15 minutes. Then, 10 ml of a tetrahydrofuran solution containing 3.1 g of S-sec-butyl O-ethyl phosphorochloridothiolate, was gradually dropwise added, and the mixture was stirred for 30 minutes and then reacted at room temperature for 3 hours. After the completion of the reaction, the product was poured into water and extracted with ethyl acetate. The extracted layer was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography, whereby 1.7 g of the desired product having a refractive index of 1.4877 (at 16.0 C.) was obtained., 1121-83-1

The synthetic route of 1121-83-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ishihara Sangyo Kaisha Ltd.; US4590182; (1986); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 1121-83-1

1121-83-1, 1121-83-1 5,5-Dimethyloxazolidin-2-one 136892, aoxazolidine compound, is more and more widely used in various fields.

1121-83-1, 5,5-Dimethyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 3-iodo-N-(3,4,5-trifluorophenyl)-4,5,6,7-tetrahydropyrazolo[l,5- a]pyridine-5-carboxamide (compound lh, 100 mg, 0.24 mmol), 5,5-dimethyloxazolidin-2-one (41 mg, 0.36 mmol), irara-A.N’-dimethylcyclohexane-l-diamine (3 mg, 0.024 mmol) and Cul (45 mg, 0.24 mmol) in DMSO (3 mL) was added K2C03 (131 mg, 0.95 mmol). The reaction mixture was stirred at 80 C for 12 hours, and then partitioned between EtOAc (50 mL) and water (50 mL). The organic layer was washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by prep-HPLC to give 3-(5,5- dimethyl-2-oxo-oxazolidin-3-yl)-N-(3,4,5-trifluorophenyl)-4,5,6,7-tetrahydropyrazolo[l,5- a]pyridine-5-carboxamide (Example 2, 62 mg) as a white solid. 1H NMR (400 MHz, CDC13) delta 8.94 (br. s., 1H), 7.37 – 7.48 (m, 3 H), 4.04 – 4.20 (m, 2 H), 3.79 (d, 1H), 3.64 (d, 1H), 3.34 (dd, 1H), 2.89 – 3.04 (m, 2 H), 2.58 – 2.70 (m, 1H), 2.20 – 2.33 (m, 1H), 1.61 (s, 6 H). MS obsd. (ESI+) [(M+H)+]: 409.

1121-83-1, 1121-83-1 5,5-Dimethyloxazolidin-2-one 136892, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HU, Taishan; SHEN, Hong; HAN, Xingchun; (45 pag.)WO2018/11100; (2018); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 1121-83-1

1121-83-1, The synthetic route of 1121-83-1 has been constantly updated, and we look forward to future research findings.

1121-83-1, 5,5-Dimethyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00220] To a stirred solution of tert-butyl 3-iodo-6,7-dihydropyrazolo[1 ,5-a]pyrazine- 5(4H)-carboxylate (0.750 g, 2.147 mmol) in dioxane (40 mL) was added 5,5-dimethyloxazolidin- 2-one (0.270 g, 2.362 mmol), K3PC>4 (0.91 1 g, 4.295 mmol), Cul (0.081 g, 0.429 mmol). The mixture was purged under argon for 5 minutes then trans-N, N? dimethyl cyclohexane 1 ,2 diamine (0.305 g, 2.147 mmol) was added. The mixture was again purged with Argon for 5 mins and then heated at 1 10C for 16 hours. After cooled at rt, water was added the reaction mixture was extracted with EtOAc. The organic layer was washed with water, brine and dried over sodium sulfate and concentrated to give product 2.1a (0.650 g, 89.9%). LCMS (m/z): 337.2[M+H]+. 1 H NMR (400 MHz, DMSO-d6) d 7.57 (s, 1 H), 4.60 (s, 2H), 4.09 (t, J = 5.4 Hz, 2H), 3.81 (t, J = 5.4 Hz, 2H), 3.70 (s, 2H), 1 .46 (d, J = 9.3 Hz, 6H).

1121-83-1, The synthetic route of 1121-83-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; FU, Jiping; JAIN, Rama; JIN, Xianming; LIN, Xiaodong; LINDVALL, Mika; MANNING, James R.; MCENROE, Glenn; (64 pag.)WO2019/166951; (2019); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 1121-83-1

1121-83-1, As the paragraph descriping shows that 1121-83-1 is playing an increasingly important role.

1121-83-1, 5,5-Dimethyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 1- (2-fluoro-4-iodophenyl) -5-methoxy-3- (1- phenyl-lH-pyrazol-5-yl) pyridazin-4 (1H) -one (244 mg, 0.500 mmol), 5, 5-dimethyl-l, 3-oxazolidin-2-one (69.1 mg, 0.600 mmol) , trans- 1, 2-diaminocyclohexane (0.012 mL, 0.100 mmol), Cul (9.5 mg, 0.050 mmol), and K3P04 (212 mg, 1.00 mmol) in 1,4-dioxane (2.0 mL) was stirred at 110C under Ar atmosphere. The reaction mixture was poured into 5% NaHC03 aqueous solution (20 mL) and extracted with AcOEt (20 mL x 3) . The combined organic phase was washed with brine (40 mL) , dried with MgS04, and evaporated. The residue was purified by basic silica gel column chromatography (MeOH/AcOEt = 0%-10%) to give the title compound (157.4 mg, 66% yield): ? NMR (300 MHz, DMSO-d6) : delta ppm 1.49 (6H, s) , 3.78 (3H, s), 3.89 (2H, s), 6.97 (1H, d, J = 1.9 Hz), 7.05 (1H, t, J = 9.0 Hz), 7.31 (1H, d, J = 8.7 Hz), 7.31 (1H, t, J = 1.7 Hz), 7.33 (1H, s), 7.37-7.48 (3H, m) , 7.68 (1H, dd, J = 13.4, 2.5 Hz), 7.79 (1H, d, J = 1.9 Hz), 8.46 (1H, d, J = 2.3 Hz). LC-MS (ESI) m/z 476 [M + H]+. Anal. Calcd for C25H22FN5O4 : C, 63.15; H, 4.66; N, 14.73. Found: C, 63.09; H, 4.70; N, 14.85.

1121-83-1, As the paragraph descriping shows that 1121-83-1 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TANIGUCHI, Takahiko; MIURA, Shotaro; HASUI, Tomoaki; HALLDIN, Christer; STEPANOV, Vladimir; TAKANO, Akihiro; WO2013/27845; (2013); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem