OXAZOLINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H5NO
Molecular Weight	71.0779
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CN=CO1

InChI

InChIKey=IMSODMZESSGVBE-UHFFFAOYSA-N

InChI=1S/C3H5NO/c1-2-5-3-4-1/h3H,1-2H2

HIDE SMILES / InChI

Molecular Formula	C3H5NO
Molecular Weight	71.0779
Charge	0
Count

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

Approval Year

PubMed

Title	Date	PubMed
Inhibitors of calling behavior of Plodia interpunctella.	2003	15841221
Synthesis and anti-histaminic evaluation of N-phenyl-(alkyl)-5-(dialkylamino)methyl-2-amino-2-oxazolines.	2003 Apr	12943197
Oxidase domains in epothilone and bleomycin biosynthesis: thiazoline to thiazole oxidation during chain elongation.	2003 Aug 19	12911314
Synthetic enantiopure aziridinomitosenes: preparation, reactivity, and DNA alkylation studies.	2003 Dec 24	14677970
C2-symmetric bis(oxazolinato)lanthanide catalysts for enantioselective intramolecular hydroamination/cyclization.	2003 Dec 3	14640652
Quantitative chirality analysis of molecular subunits of bis(oxazoline)copper(II) complexes in relation to their enantioselective catalytic activity.	2003 Dec 5	14673854
Amphiphilic polymer supports for the asymmetric hydrogenation of amino acid precursors in water.	2003 Jul 21	12866066
Crucial role of three-center hydrogen bonding in a challenging chiral molecular recognition.	2003 Nov 12	14599221
Enzymatic synthesis of chondroitin and its derivatives catalyzed by hyaluronidase.	2003 Nov 26	14624584
The leupyrrins: a structurally unique family of secondary metabolites from the myxobacterium Sorangium cellulosum.	2003 Sep	14510597
Synthesis of an oxazoline analogue of apratoxin A.	2003 Sep 18	12967310
Swift oxo transfer reactions of perchlorate and other substrates catalyzed by rhenium oxazoline and thiazoline complexes.	2003 Sep 7	13678156
Corticosteroid avoidance in pediatric renal transplantation: can it be achieved?	2004	15449967
Direct catalytic asymmetric aldol reactions of pyruvates: scope and mechanism.	2004 Apr 7	15034632
A C3-symmetrical chiral trisoxazoline zinc complex as a functional model for zinc hydrolases: kinetic resolution of racemic chiral esters by transesterification.	2004 Aug 27	15340948
Spirodiepoxides in total synthesis: epoxomicin.	2004 Dec 1	15563139
Total synthesis of ustiloxin D and considerations on the origin of selectivity of the asymmetric allylic alkylation.	2004 Dec 10	15575762
Enzymatic glycosidation of sugar oxazolines having a carboxylate group catalyzed by chitinase.	2004 Dec 6	15542086
Rational design of a bimodular model system for the investigation of heterocyclization in nonribosomal peptide biosynthesis.	2004 Feb	15123287
Controllable enantioselective Friedel-Crafts reaction between indoles and alkylidene malonates catalyzed by pseudo-C3-symmetric trisoxazoline copperII complexes.	2004 Feb 20	14961685
Theoretical insights into the role of a counterion in copper-catalyzed enantioselective cyclopropanation reactions.	2004 Feb 6	14767941
Facile syntheses of oxazolines and thiazolines with N-acylbenzotriazoles under microwave irradiation.	2004 Feb 6	14750808
Multielectron atom transfer reactions of perchlorate and other substrates catalyzed by rhenium oxazoline and thiazoline complexes: reaction kinetics, mechanisms, and density functional theory calculations.	2004 Jun 28	15206886
Rhodium-catalyzed direct C-H addition of 4,4-dimethyl-2-oxazoline to alkenes.	2004 May 13	15128267
Selective oxidation of polyfunctional 2-amino-1,3-propanediol derivatives.	2004 May 14	15132581
Nickel and iron complexes with oxazoline- or pyridine-phosphonite ligands; synthesis, structure and application for the catalytic oligomerisation of ethylene.	2004 May 21	15252602
Catalytic asymmetric bromination and chlorination of beta-ketoesters.	2004 May 3	15112201
Formation of mononuclear and chloro-bridged binuclear copper(II) complexes of patellamide D, a naturally occurring cyclic peptide: influence of anion and solvent.	2004 Nov	15522413
Asymmetric hetero-Diels-Alder reactions of N-sulfinyl dienophiles using chiral bis(oxazoline)-copper(II) and -zinc(II) triflates.	2004 Oct 15	15471469
Synthesis and evaluation of novel oxazoline MMP inhibitors.	2004 Oct 4	15341955
Synthesis, structure, and catalytic properties of V(IV), Mn(III), Mo(VI), and U(VI) complexes containing bidentate (N, O) oxazine and oxazoline ligands.	2004 Sep 6	15332823
Asymmetric cyclopropanation of 2,5-dimethyl-2,4-hexadiene by copper catalysts bearing new bisoxazoline ligands.	2005 Apr 15	15822998
Ortho-selective direct cross-coupling reaction of 2-aryloxazolines and 2-arylimidazolines with aryl and alkenyl halides catalyzed by ruthenium complexes.	2005 Apr 15	15822972
An easy approach to optically active alpha-amino phosphonic acid derivatives by chiral Zn(II)-catalyzed enantioselective amination of phosphonates.	2005 Apr 27	15839659
Stereochemical diversity in chiral ligand design: discovery and optimization of catalysts for the enantioselective addition of allylic halides to aldehydes.	2005 Apr 28	15844919
The development and application of chiral trisoxazolines in asymmetric catalysis and molecular recognition.	2005 Aug	16186896
Nitrosation chemistry of pyrroline, 2-imidazoline, and 2-oxazoline: theoretical Curtin-Hammett analysis of retro-ene and solvent-assisted C-X cleavage reactions of alpha-hydroxy-N-nitrosamines.	2005 Aug 19	16095298
Cytosporone E: racemic synthesis and preliminary antibacterial testing.	2005 Feb 15	15670949
Influence of satellite groups on telechelic antimicrobial functions of polyoxazolines.	2005 Feb 23	15719430
Poly(oxazoline)s with telechelic antimicrobial functions.	2005 Jan-Feb	15638526
O-GlcNAcase uses substrate-assisted catalysis: kinetic analysis and development of highly selective mechanism-inspired inhibitors.	2005 Jul 8	15795231
Heterocyclic derivative syntheses by palladium-catalyzed oxidative cyclization-alkoxycarbonylation of substituted gamma-oxoalkynes.	2005 Jun 24	15960494
An efficient, stereocontrolled synthesis of a potent omuralide-salinosporin hybrid for selective proteasome inhibition.	2005 Jun 29	15969573
Organosilanols as catalysts in asymmetric aryl transfer reactions.	2005 Mar 31	15787518
Anthryl-substituted heterocycles as acid-sensitive fluorescence probes.	2005 May 13	15876081
Lipopolymers from new 2-substituted-2-oxazolines for artificial cell membrane constructs.	2005 May 23	15895473
Three isomeric forms of hydroxyphenyl-2-oxazoline: 2-(2-hydroxyphenyl)-2-oxazoline, 2-(3-hydroxyphenyl)-2-oxazoline and 2-(4-hydroxyphenyl)-2-oxazoline.	2005 Oct	16210769
Total synthesis of halipeptins: isolation of halipeptin D and synthesis of oxazoline halipeptin analogues.	2005 Oct 21	16075448
Some new aspects of the Boyer reaction.	2005 Sep 15	16146373
Breaking the C3-symmetry of chiral tripodal oxazolines: enantio-discrimination of chiral organoammonium ions.	2005 Sep 2	16122241

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:52:42 UTC 2023` Edited by `admin` on `Fri Dec 15 17:52:42 UTC 2023`
Record UNII	31TB4J57Y5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OXAZOLINE

Systematic Name

English

4,5-DIHYDROOXAZOLE

Systematic Name

English

Code System Code Type Description

FDA UNII

31TB4J57Y5