Heterocyclic Building Blocks-Oxazolidine

On May 29, 2001, Gordeev, Mikhail F.; Luehr, Gary W.; Patel, Dinesh V.; Ni, Zhi-jie; Gordon, Eric published a patent.Formula: C4H7NO3 The title of the patent was Preparation of oxazolidinones as bactericides. And the patent contained the following:

Title compounds [e.g., I; R = H; R1 = SR11, CONR7R8, etc.; R7,R8,R11 = H, alkyl, (hetero)aryl, etc.] were prepared Thus, 3,4-F(Me3CO2C)C6H3NHCO2CH2Ph (preparation given) was cyclocondensed with (R)-glycidyl butyrate and the product converted in several steps to I (R = resin, R1 = CO2C6F5) which was amidated by morpholine to give, after resin cleavage, I (R = H, R1 = CONHR8, R8 = morpholino). Data for biol. activity of I were given. The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).Formula: C4H7NO3

The Article related to oxazolidinone preparation bactericide, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Formula: C4H7NO3

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On March 24, 2005, Hagen, Susan Elizabeth; Josyula, Vara Prasad Venkata Nagendra published a patent.Recommanded Product: (R)-5-(Hydroxymethyl)oxazolidin-2-one The title of the patent was Preparation of substituted quinolones and derivatives thereof as antibacterial agents. And the patent contained the following:

Title compounds I [Z2 = aminocarbonyl, carbonylamino, CN; either D = N, E = C, F = CH or D = CH, E = N, F = CH2 if — is absent; J, K, Q = (un)substituted alkyl, N with provisions; n = 0-2; at least one of W, X, Y = NP; P = substituted quinolone] are prepared For instance, II is prepared from 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid boron difluoride chelate and N-[2-oxo-3-(2,3,4,5-tetrahydro-1H-benzo[c]azepin-7-yl)oxazolidin-5-ylmethyl]acetamide to give an intermediate borate ester which is converted to the final product upon treatment with Et3N, water at reflux for 18 h. II has MIC 1 μg/mL against E. Faecalis and 0.06 μg/mL against S. aureus. I are useful for the treatment of bacterial infections. The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).Recommanded Product: (R)-5-(Hydroxymethyl)oxazolidin-2-one

The Article related to antibacterial agent quinolone preparation, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Recommanded Product: (R)-5-(Hydroxymethyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On May 31, 1995, Danielmeier, Karsten; Steckhan, Eberhard published an article.Quality Control of (R)-5-(Hydroxymethyl)oxazolidin-2-one The title of the article was Efficient pathways to (R)- and (S)-5-hydroxymethyl-2-oxazolidinone and some derivatives. And the article contained the following:

Two new syntheses of enantiomerically pure (R)- and (S)-5-hydroxymethyl-2-oxazolidinone have been developed starting with D-mannitol, L-ascorbic acid and (R)- or (S)-malic acid. (R)- and (S)-5-hydroxymethyl-2-oxazolidinone have been used to synthesize some new homochiral 2-oxazolidinone derivatives The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).Quality Control of (R)-5-(Hydroxymethyl)oxazolidin-2-one

The Article related to oxazolidinone derivative enantiomerically pure, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Quality Control of (R)-5-(Hydroxymethyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On June 30, 2000, Bew, Sean P.; Davies, Stephen G.; Fukuzawa, Shin-Ichi published an article.COA of Formula: C8H15NO2 The title of the article was Kinetic resolution of α-acetoxy carboxylic acids with homochiral SuperQuats. And the article contained the following:

Preliminary investigations focused on the kinetic resolution of (±)-O-acetyl mandelic acid chloride with iso-Pr SuperQuat and iso-Pr Evans’ homochiral auxiliaries. The addition of 2 equiv of the acid chloride to the lithium salts of the auxiliaries (SuperQuat and Evans’) at -100° in THF afforded the N-acyl auxiliaries in high chem. yields (95 and 89%) and d.e.’s of 66 and 40%, resp. Using the same mandelic acid chloride but incorporating SuperQuat auxiliaries derived from (S)-phenylglycine and (S)-phenylalanine gave the N-acyl SuperQuats in 86 and 90% yield and d.e.’s of 66 and 30%, resp. Replacing the Ph group in the O-acetyl mandelic acid chloride with a Bu, tert-Bu, or cyclohexyl group changed the d.e. significantly when kinetically resolved with iso-Pr SuperQuat. The yields were all similar, i.e., ∼90%, but the d.e.’s varied considerably, with values of 20, 50, and 82%, resp. Attempted kinetic resolution of α-methoxy-phenylacetyl chloride using the lithium salt of iso-Pr SuperQuat revealed a diastereoselectivity of 45%, significantly lower than that obtained with the corresponding α-acetoxy carboxylic acid chlorides. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).COA of Formula: C8H15NO2

The Article related to acetoxy acid chloride kinetic resolution superquat, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.COA of Formula: C8H15NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On August 19, 2002, Sciotti, Richard J.; Pliushchev, Marina; Wiedeman, Paul E.; Balli, Darlene; Flamm, Robert; Nilius, Angela M.; Marsh, Kennan; Stolarik, DeAnne; Jolly, Robert; Ulrich, Roger; Djuric, Stevan W. published an article.Reference of (R)-5-(Hydroxymethyl)oxazolidin-2-one The title of the article was The synthesis and biological evaluation of a novel series of antimicrobials of the oxazolidinone class. And the article contained the following:

A novel series of antimicrobials of the oxazolidinone class is disclosed. These compounds are characterized relative to previously described analogs by a ‘halostilbene-derived’ pharmacophore and demonstrate enhanced antimicrobial activity against key Gram-pos. pathogens when compared to Linezolid. The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).Reference of (R)-5-(Hydroxymethyl)oxazolidin-2-one

The Article related to antimicrobial oxazolidinone compound preparation biol evaluation, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Reference of (R)-5-(Hydroxymethyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On February 3, 2003, Ortiz, Aurelio; Quintero, Leticia; Hernandez, Hector; Maldonado, Sotero; Mendoza, Guadalupe; Bernes, Sylvain published an article.Recommanded Product: 168297-86-7 The title of the article was (S)-4-Isopropyl-5,5-dimethyl-1,3-oxazolidinethione as chiral auxiliary for the intramolecular sulfur transfer in α,β-unsaturated N-acylimides, promoted by NbCl5. And the article contained the following:

The 1,3-oxazolidinethione was synthesized from (S)-valine and used in the intramol. S transfer in its N-enoyl derivatives in the presence of NbCl5 as catalyst, which, also, works as an indicator of the reaction. The adducts have subsequently been transformed into the corresponding β-mercapto esters by action of Sm(OTf)3 in MeOH. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Recommanded Product: 168297-86-7

The Article related to oxazolidinethione preparation reactivity, crystal structure oxazolidinethione derivative, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Recommanded Product: 168297-86-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On August 22, 2002, Wiedeman, Paul E.; Djuric, Steven W.; Pilushchev, Marina; Sciotti, Richard J.; Madar, David J.; Kopecka, Hana published a patent.Name: (R)-5-(Hydroxymethyl)oxazolidin-2-one The title of the patent was Preparation of oxazolidinones as antibacterial agents. And the patent contained the following:

Title compounds [I; A = Ph, substituted 5-membered aromatic ring containing 1-2 N, O, S, or 6-membered aryl containing 1-2 N atoms; R1, R2 = H, alkyl, alkoxy, thioalkoxy, cycloalkyl, OH, amino, aminoalkyl, halo, haloalkyl, perfluoroalkyl; R3, R4, R5 = H, carboxamido, cyano, halo, NO2, perfluoroalkyl, (substituted) alkyl, alkanoyl, cycloalkyl, cyclothioalkoxy, cycloalkylsulfinyl, cycloalkoxycarbonyl, thioalkoxy, alkylsulfinyl, alkylsulfonyl, alkoxycarbonyl, cycloalkenyl, thiocycloalkenyloxy, cycloalkenylsulfinyl, cycloalkenylsulfonyl, aryl, aralkyl, arylthio, arylsulfinyl, arylsulfonyl, aryloxycarbonyl, heteroaryl, heteroarylalkyl, etc.; R6 = NHR7, N-phthalimido, NR7R8, NR8CO2R9, NR8CON(R8)2, OR9, SR9, SOR9, SO2R9; R7 = (substituted) alkanoyl, aryloyl, thioalkanoyl, heteroaryl, heteroarylalkyl, heterocycle, heterocyclylalkyl, etc.; R8 = H, (substituted) alkyl, cycloalkyl, cycloalkylalkyl, aryl, heteroaryl, heteroarylalkyl, heterocycle, heterocyclylalkyl, protecting group; R9 = (substituted) alkyl, cycloalkyl, cycloalkylalkyl, aryl, heteroaryl, heteroarylalkyl, heterocycle, etc.] were prepared as antibacterial agents. N-[[(5S)-3-[4-(2,2-dibromovinyl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide, 5-acetyl-2-thienylboronic acid, tris(dibenzylideneacetone)dipalladium, and aqueous Na2CO3 in deoxygenated dimethoxyethane were heated at 55° for 20 h to give N-[[(5S)-3-[4-[(Z)-2-(5-acetyl-2-thienyl)-2-bromoethenyl]-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide. In an antibacterial activity assay, I inhibited the growth of Staphylococcus aureus, Staphylococcus epidermidis, Moraxella catarrhalis, Enterococcus faecium, and Streptococcus pneumoniae with MIC’s in the range of about 0.125 μg/mL to about 128 μg/mL. I are also useful for treating psoriasis, arthritis, and toxicity due to chemotherapy (no data). The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).Name: (R)-5-(Hydroxymethyl)oxazolidin-2-one

The Article related to oxazolidinone preparation bacterial infection psoriasis arthritis chemotherapy toxicity treatment, thienyl oxazolidinylmethyl acetamide preparation antibacterial, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Name: (R)-5-(Hydroxymethyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On April 18, 2006, Kamal, Ahmed; Khanna, G. B. Ramesh; Krishnaji, T.; Ramu, R. published an article.Name: (R)-5-(Hydroxymethyl)oxazolidin-2-one The title of the article was Lipase-mediated resolution of 3-hydroxy-4-trityloxybutanenitrile: synthesis of 2-amino alcohols, oxazolidinones and GABOB. And the article contained the following:

Lipase-mediated kinetic resolution of 3-hydroxy-4-trityloxybutanenitrile gave the (S)-alc. and (R)-acetate in good yields and high enantioselectivities. The resolution using Pseudomonas cepacia lipase (Burkholderia cepacia) immobilized on modified ceramic particles (PS-C) in diisopropyl ether gave the best results. The use of base additives in this transesterification drastically reduces the reaction time without effecting the yields or enantioselectivities. Resolved 3-hydroxy-4-trityloxybutanenitrile has been utilized for the synthesis of enantiomerically pure 5-tosyloxymethyl-1,3-oxazolidine-2-one, which is an important intermediate for the preparation of β-adrenergic blocking agents and oxazolidinone based antimicrobial agents. Enantiomerically pure (R)-3-hydroxy-4-trityloxybutanenitrile and (S)-5-tosyloxymethyl-1,3-oxazolidine-2-one have been utilized in the enantioconvergent synthesis of (R)-GABOB. The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).Name: (R)-5-(Hydroxymethyl)oxazolidin-2-one

The Article related to lipase kinetic resolution hydroxytrityloxybutanenitrile, Fermentation and Bioindustrial Chemistry: Pharmaceuticals (Including Nutrients) and other aspects.Name: (R)-5-(Hydroxymethyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On October 31, 2014, Valeev, R. F.; Bikzhanov, R. F.; Miftakhov, M. S. published an article.Safety of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one The title of the article was Building blocks for (C15-C3)-modified epothilone D analogs. And the article contained the following:

A promising potentially biol. active structure have been designed by isosteric rearrangement of the C15-C3 fragment of epothilone D, and building blocks, e.g., I, necessary for its assembly have been synthesized. 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 epothilone d building block preparation, Biomolecules and Their Synthetic Analogs: Other Bacterial and Fungal Metabolites and other aspects.Safety of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On April 4, 2013, Cho, Young Shin; Levell, Julian Roy; Toure, Bakary-Barry; Yang, Fan; Caferro, Thomas; Lei, Huangshu; Lenoir, Francois; Liu, Gang; Palermo, Mark G.; Shultz, Michael David; Smith, Troy; Costales, Abran Q.; Pfister, Keith Bruce; Sendzik, Martin; Shafer, Cynthia; Sutton, James; Zhao, Qian published a patent.Synthetic Route of 168297-86-7 The title of the patent was 3-Pyrimidin-4-yl-oxazolidin-2-ones as inhibitors of mutant IDH and their preparation. And the patent contained the following:

The invention is directed to a compound of formula I or a pharmaceutically acceptable salt thereof, and to the use of such compounds in the inhibition of mutant IDH proteins having a neomorphic activity. Compounds of formula I wherein R1 and R2 are independently H, D, halo, OH, etc.; R3a is H, D, C1-6 alkyl, Ph, and benzyl; R3b is H, D, and C1-6 alkyl; R4a is H, C1-6 alkyl, (un)substituted Ph, (un)substituted benzyl, etc.; R4b is H, D, and C1-3 alkyl; R3aR3b or R4aR4b can be taken together to form (un)substituted 3- to 7-membered cycloalkyl and (un)substituted 4- to 7-membered heterocyclyl; R5a is H and D; R5b is H, D, Me, Et, CF3, CD3, etc.; R6 is (un)substituted C1-6 alkyl, (un)substituted heteroaryl, (un)substituted aryl, etc.; R5bR6 can be taken together to form (un)substituted C3-7 cycloalkyl, (un)substituted bicycloalkyl; and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by amination of (S)-3-(2-chloropyrimidin-4-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one with (S)-(-)-1-phenylethanamine. All the invention compounds were evaluated for their IDH inhibitory activity. From the assay, it was determined that compound II exhibited IC50 values in the range of 0.084 μM to 0.236 μM. 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 pyrimidinyloxazolidinone preparation mutant idh inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Synthetic Route of 168297-86-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem