OXAZOLIDINE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H7NO
Molecular Weight	73.0938
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1COCN1

InChI

InChIKey=WYNCHZVNFNFDNH-UHFFFAOYSA-N

InChI=1S/C3H7NO/c1-2-5-3-4-1/h4H,1-3H2

HIDE SMILES / InChI

Molecular Formula	C3H7NO
Molecular Weight	73.0938
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22466369

Oxazolidine molecule consists of three carbons, nitrogen, and oxygen. Oxazolidines is a key molecular moiety in biologically active compounds. Some derivatives, the oxazolidinediones, are used as anticonvulsants.

Approval Year

PubMed

Title	Date	PubMed
Silylmethyl-substituted aziridine and azetidine as masked 1,3- and 1,4-dipoles for formal [3 + 2] and [4 + 2] cycloaddition reactions.	2005 Nov 30	16305202
Investigation of 1,3-dipolar cycloaddition reactions of unsaturated nitrones in ionic liquids.	2006	16901818
Kinetic resolution of protected alpha-amino acid derivatives by a chiral O-nucleophilic acyl transfer catalyst.	2006 Apr 5	16568989
Impact of cis-proline analogs on peptide conformation.	2006 Apr 5	16358327
Endohexosaminidase M: exploring and exploiting enzyme substrate specificity.	2006 Aug	16800015
Guanidinium ylide mediated aziridination: identification of a spiro imidazolidine-oxazolidine intermediate.	2006 Aug 18	16901150
Copper(I)-catalyzed chlorine atom transfer radical cyclization reactions of unsaturated alpha-chloro beta-keto esters.	2006 Dec 7	17134265
The absolute configuration of (2S,4S)- and (2R,4R)-2-tert-butyl-4-methyl-3-(4-tolylsulfonyl)-1,3-oxazolidine-4-carbaldehyde.	2006 Feb	16456281
Oxazolidin-2-one-containing pseudopeptides that fold into beta-bend ribbon spirals.	2006 Feb 22	16478196
Conformational arm-wrestling: battles for stereochemical control in benzamides bearing matched and mismatched chiral 2- and 6-substituents.	2006 Feb 7	16446801
Conformational preference in aromatic amides bearing chiral ortho substituents: its origin and application to relayed stereocontrol.	2006 Feb 7	16446800
Cyclic quaternary ammonium ionic liquids with perfluoroalkyltrifluoroborates: synthesis, characterization, and properties.	2006 Mar 1	16389616
Asymmetric hydrogenation of imines and olefins using phosphine-oxazoline iridium complexes as catalysts.	2006 Mar 1	16363009
Structure-activity relationship of cyclic nitroxides as SOD mimics and scavengers of nitrogen dioxide and carbonate radicals.	2006 Mar 16	16526651
Convenient asymmetric synthesis of beta-trifluoromethyl-beta-amino acid, beta-amino ketones, and gamma-amino alcohols via Reformatsky and Mannich-type reactions from 2-trifluoromethyl-1,3-oxazolidines.	2006 Mar 3	16497009
Chemical C2-elongation of polyunsaturated fatty acids.	2006 Nov-Dec	17049508
Enantioselective Friedel-Crafts alkylations catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes.	2007 Aug 15	17658808
Kinetic and thermodynamic control of axial chirality in biaryl-derived fused oxazolidine lactams exploiting a centre-axis relay of unit efficiency.	2007 Aug 21	18019541
Effect of oxazolidine E on collagen fibril formation and stabilization of the collagen matrix.	2007 Aug 22	17649999
One-electron oxidation and reduction potentials of nitroxide antioxidants: a theoretical study.	2007 Dec 27	18052257
Synthesis of alpha- and beta-glycosyl isothiocyanates via oxazoline intermediates.	2007 Jun 8	17497800
Unravelling the mechanism of the interactions of oxazolidine A and E with collagens in ovine skin.	2007 Mar 10	17055570
2-alkenoyl pyridine N-oxides, highly efficient dienophiles for the enantioselective Cu(II)-bis(oxazoline) catalyzed Diels-Alder reaction.	2007 May 10	17447775
Conformational preferences of pseudoproline residues.	2007 Nov 1	17927239
Developments in asymmetric catalysis by metal complexes of chiral chelating nitrogen-donor ligands.	2007 Nov 7	17940641
Synthesis of new bisaryl cyclopentathiophene and thienocyclopentoxazolidine derivatives as potential cytotoxic agents.	2007 Oct	18035831
Bisphosphine-catalyzed mixed double-Michael reactions: asymmetric synthesis of oxazolidines, thiazolidines, and pyrrolidines.	2007 Oct 31	17924625
Antibacterial evaluations of thiazomycin- a potent thiazolyl peptide antibiotic from Amycolatopsis fastidiosa.	2007 Sep	17917239
Isolation and structure elucidation of thiazomycin- a potent thiazolyl peptide antibiotic from Amycolatopsis fastidiosa.	2007 Sep	17917238
Hydroxyl-directed nitrile oxide cycloaddition reactions with cyclic allylic alcohols.	2007 Sep 13	17715933
Asymmetric synthesis of beta2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives.	2007 Sep 7	17700850
Fluorine... and pi...alkali metal interactions control in the stereoselective amide enolate alkylation with fluorinated oxazolidines (Fox) as a chiral auxiliary: an experimental and theoretical study.	2008	18283703
Post-schiff base chemistry of the Maillard reaction: mechanism of imine isomerization.	2008 Apr	18448793
Chiral N-acyloxazolidines: synthesis, structure, and mechanistic insights.	2008 Jan 18	18092804
Narcolepsy: current treatment options and future approaches.	2008 Jun	18830438
Chiral pyranoside phosphite-oxazolines: a new class of ligand for asymmetric catalytic hydrogenation of alkenes.	2008 Jun 11	18481850
Evolution of the Petasis-Ferrier union/rearrangement tactic: construction of architecturally complex natural products possessing the ubiquitous cis-2,6-substituted tetrahydropyran structural element.	2008 May	18489082
Substituent effects on the ring-chain tautomerism of some 1,3-oxazolidine derivatives.	2008 May	18425798
Highly diastereoselective synthetic route to enantiopure beta(2)-amino acids and gamma-amino alcohols using a fluorinated oxazolidine (Fox) as chiral auxiliary.	2008 May 16	18419160
Activation of N-sulfonyl oxaziridines using copper(II) catalysts: aminohydroxylations of styrenes and 1,3-dienes.	2008 May 21	18426204
Chiral, hemilabile palladium(II) complexes of tridentate oxazolidines, including C2-symmetric "pincers".	2008 Nov 17	18928277
Isolation, structure, and antibacterial activity of thiazomycin A, a potent thiazolyl peptide antibiotic from Amycolatopsis fastidiosa.	2008 Oct 1	18804380
Total synthesis of (+)-cassaine via transannular Diels-Alder reaction.	2008 Oct 22	18817389
Development of catalytic asymmetric 1,4-addition and [3 + 2] cycloaddition reactions using chiral calcium complexes.	2008 Oct 8	18783222
A latent oxazoline electrophile for N-O-C bond formation in pseudomonine biosynthesis.	2008 Sep 17	18710233
Diastereoselective synthesis of hexahydropyrrolo[2,1-b]oxazoles by a rhodium-catalyzed hydroformylation/silica-promoted deformylation sequence.	2009	19140145
The domino multicomponent allylation reaction for the stereoselective synthesis of homoallylic alcohols.	2009 Feb 17	19154154
A general synthetic route to enantiopure 5-substituted cis-decahydroquinolines.	2009 Feb 20	19118477
Qualitative confirmation procedure for ephedrines as acetonide derivatives in doping urine samples by gas chromatography/electron ionization mass spectrometry.	2009 Jan	19072865
Identification of the degradation pathways of alkanolamines with TiO2 photocatalysis.	2009 Jun 15	19013714

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:09:41 GMT 2023` Edited by `admin` on `Fri Dec 15 18:09:41 GMT 2023`
Record UNII	13F52UF6MR
Record Status	`Validated (UNII)`
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OXAZOLIDINE

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OXAZOLIDINE