Day: November 3, 2022

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

On November 30, 2014, Valeev, Ruslan F.; Bikzhanov, Radmir F.; Miftakhov, Mansur S. published an article.Formula: C8H15NO2 The title of the article was Synthesis of the C6-C21 fragment of epothilone analogues. And the article contained the following:

(2S,4E,6Z,9S,10E)-9-[tert-Butyl(diphenyl)silyloxymethyl]-2,6,10-trimethyl-11-(2-methylthiazol-4-yl)undeca-4,6,10-trien-1-ol I, a key precursor for epothilone analogs, was prepared by multi-step synthesis using the Julia-Kocienski olefination at the key step. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Formula: C8H15NO2

The Article related to epothilone fragment preparation julia kocienski olefination, Biomolecules and Their Synthetic Analogs: Other Bacterial and Fungal Metabolites and other aspects.Formula: C8H15NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On October 31, 2019, Zhu, Jidong; Cao, Hengyi; Sun, Lin published a patent.Name: (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one The title of the patent was Preparation of aminopyrimidine derivatives useful for the treatment of diseases associated with IDH mutation. And the patent contained the following:

The invention relates to aminopyrimidine derivatives of formula I, method for their preparation and their use for preventing and treating a disease associated with IDH mutation. Compounds of formula I, wherein A1 is a bond, CH2, CR2O, CR=CH, O, S, etc.; A2 to A10 are independently CR2, CHR, NR, O, S, etc.; B1 to B3 are independently CR and N; dotted bond is absent or double bond; R is H, halo, CN, (un)substituted C1-4alkyl, etc.; R4 and R6 are independently H, D, Me, Et, CF3, etc.; R1, R2, R3 and R5 are independently H, OH, halo, CN, etc.; D is (CH2)0-3, and their stereoisomers, racemates, pharmaceutically acceptable salts, are claimed. Example compound II was prepared via a multistep procedure (procedure given). All the invention compounds were evaluated for their isocitrate dehydrogenase 1 (IDH1) inhibitory activity. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Name: (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

The Article related to aminopyrimidine derivative preparation treatment cancer idh mutation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Name: (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On November 5, 2010, Ohtani, Takashi; Tsukamoto, Shinya; Kanda, Hiroshi; Misawa, Kensuke; Urakawa, Yoshifumi; Fujimaki, Takahiro; Imoto, Masaya; Takahashi, Yoshikazu; Takahashi, Daisuke; Toshima, Kazunobu published an article.Application of 168297-86-7 The title of the article was Total Synthesis of Incednam, the Aglycon of Incednine. And the article contained the following:

The first total synthesis of incednam I (R = H), the aglycon of the macrolactam antibiotic incednine I (R = II), is described. Incednine has been reported to exhibit significant inhibitory activity against the antiapoptotic oncoproteins Bcl-2 and Bcl-xL. The synthesis of I (R = H) commenced with the preparation of the C1-C13 subunit III and the C14-C23 subunit IV. The construction of the novel 24-membered macrocycle was achieved by the application of a Stille coupling between III and IV, followed by macrolactamization. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Application of 168297-86-7

The Article related to incednam incednine aglycon preparation stille coupling macrolactamization, Biomolecules and Their Synthetic Analogs: Other Bacterial and Fungal Metabolites and other aspects.Application of 168297-86-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On July 24, 2014, Basarab, Gregory Steven; Gowravaram, Madhusudhan Reddy; Hauck, Sheila Irene; Zhou, Fei published a patent.Recommanded Product: (R)-5-(Hydroxymethyl)oxazolidin-2-one The title of the patent was Preparation of spiro[oxazino[4,3-a]isoxazolo[4,5-g]quinoline-pyrimidine]trione compounds and methods for treating bacterial infections. And the patent contained the following:

Compounds of formula I, pharmaceutically acceptable salts thereof, and uses of the compounds of formula I for treating bacterial infections are disclosed. Compounds of formula I wherein X is F and Cl; R1 is H, (un)substituted Ph, CN, tetrahydropyranyl, etc.; R2 is H, CN, pyridinyl and (un)substituted C1-3 alkyl; R3 is H and C1-3 alkyl; and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by spirocyclization of (2R)-1-[[5-(1,3-Dioxolan-2-yl)-6,7-difluoro-1,2-benzoxazol-3-yl]amino]propan-2-ol with barbituric acid. The invention compounds were evaluated for their DNA gyrase inhibitory activity (data given). 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 spirooxazinoisoxazoloquinoline pyrimidinetrione preparation treatment bacterial infection, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Recommanded Product: (R)-5-(Hydroxymethyl)oxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Cardillo, Giuliana; Orena, Mario; Sandri, Sergio; Tomasini, Claudia published an article in 1987, the title of the article was An efficient synthesis of (R)-(+)- and (S)-(-)-propranolol from resolved 5-(iodomethyl)oxazolidin-2-ones.Product Details of 97859-49-9 And the article contains the following content:

Oxazolidinones I and II were prepared by cyclization of (S)-PhCHMeNHCH2CH:CH2.HBr with iodine and Amberlyst A 26 in the CO3- form. I and II were converted in 8 steps to (S)-(-)- and (R)-(+)-propranolol, resp. The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).Product Details of 97859-49-9

The Article related to propranolol diastereomer, oxazolidinone iodomethyl preparation resolution, iodomethyloxazolidinone diastereomer preparation conversion propranolol, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Alcohols and Thiols and other aspects.Product Details of 97859-49-9

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On January 6, 2017, Sagawa, Naoya; Moriya, Hiroki; Hosokawa, Seijiro published an article.Application In Synthesis of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one The title of the article was Syn Selective Vinylogous Mukaiyama Aldol Reaction Using Z,E-Vinylketene N,O-Acetal with Acetals. And the article contained the following:

Stereoselective vinylogous Mukaiyama aldol reactions using the Z,E-vinylketene silyl N,O-acetal possessing a chiral auxiliary, derived from (E)-3-pentenoic acid and L-valine, have been achieved. The reaction proceeded smoothly to give a syn adduct in high stereoselectivity. Since the products possess structures including δ-alkoxy-γ-methyl-α,β-unsaturated imide, this reaction would be applicable to synthesize polyketides in a short procedure. 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 stereoselective vinylogous mukaiyama aldol vinylketene silyl acetal chiral auxiliary, alkoxy methyl unsaturated imide synthesis, polyketide synthesis, Biomolecules and Their Synthetic Analogs: Other Bacterial and Fungal Metabolites and other aspects.Application In Synthesis of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem