Oxazolines/Oxazolidines

Oxazolines consist of a five-membered heterocyclic ring containing one oxygen and one nitrogen atom, and oxazolidines (also called 1,3-oxazolidines) are the reduced form of oxazolines. Isoxazolidines are isomers of oxazolidines where the nitrogen and oxygen atoms are adjacent. Oxazolines are attractive heterocyclic compounds not only because of their unique structures and varied applications, but also because they serve as structural elements in a variety of natural products and pharmaceuticals. Examples of these compounds include an antimycobacterial oxazole-containing alkaloid, a tubulin polymerization inhibitor, and anticancer agents that comprise 2,5-disubstituted oxazoline elements. Moreover, oxazoline derivatives can also be employed as corrosion inhibitors in industrial settings and as chiral ligands in asymmetric synthesis. Polymers of 2-oxazoline are regarded as pseudopeptide bioinspired polymers. Because of the important applications of oxazoline derivatives, various synthetic methodologies have been developed for the production of these compounds. Generally, oxazole derivatives are synthesized by three typical methods: cyclization of acyclic precursors, oxidation of oxazolines, and coupling of the prefunctionalized oxazoles with other organometallic reagents. Chiral bis(oxazoline) (BOX) ligands are used in the asymmetric catalysis of a variety of reactions.

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Landis Ligands
Landis Ligands
Bis(2-methoxyethyl)aminosulfur Trifluoride (Deoxo-Fluor®)

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CDS013238 2-oxo-1,3-oxazolidine-3-sulfonyl chloride AldrichCPR C3H4ClNO4S
O9409 2-Oxazolidinone 98% C3H5NO2
CDS000267 4,5-Dihydro-1,3-oxazol-2-amine hydrochloride AldrichCPR C3H7ClN2O
135658 5-Chloromethyl-2-oxazolidinone 97% C4H6ClNO2
137448 2-Methyl-2-oxazoline 98% C4H7NO
ANV00127 (S)-4-Methyl-2-oxazolidinone AldrichCPR C4H7NO2
228001 3-Methyl-2-oxazolidinone 99.5% C4H7NO2
CBR01603 4-Methyl-1,3-oxazolidin-2-one AldrichCPR C4H7NO2
122025 3-Ethyl-2-thioxo-4-oxazolidinone 97% C5H7NO2S
348511 3-Acetyl-2-oxazolidinone 99% C5H7NO3
D7631 5,5-Dimethyl-2,4-oxazolidinedione C5H7NO3
CBR00228 (2-Oxo-1,3-oxazolidin-3-yl)acetic acid AldrichCPR C5H7NO4
137456 2-Ethyl-2-oxazoline ≥99% C5H9NO
CBR01583 4,4-Dimethyl-1,3-oxazolidin-2-one AldrichCPR C5H9NO2
CDS013723 3-(2-hydroxyethyl)-2-oxazolidinone AldrichCPR C5H9NO3
CBR01024 3-(2-Aminoethyl)-1,3-oxazolidin-2-one hydrochloride AldrichCPR C5H11ClN2O2
15140 Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ≥97.0% (AT) C6H8ClN2O5P
178748 2,4,4-Trimethyl-2-oxazoline 98% C6H11NO
560618 2-[1-(Hydroxymethyl)ethyl] oxazoline C6H11NO2
92771 3-(Trimethylsilyl)-2-oxazolidinone ≥97.0% C6H13NO2Si
653454 5-Bromo-2-benzoxazolinone 97% C7H4BrNO2
697036 6-Bromo-2-benzoxazolinone 97% C7H4BrNO2
705500 6-Fluoro-2(3H)-benzoxazolone 97% C7H4FNO2
653470 6-Hydroxy-2-benzoxazolinone 97% C7H5NO3
717797 6-Amino-2-benzoxazolinone 97% C7H6N2O2
CDS011967 3-(2-amino-ethyl)-5-ethyl-oxazolidine-2,4-dione, hydrochloride AldrichCPR C7H13ClN2O3
CDS014266 3-(2-hydroxypropyl)-5-methyl-2-oxazolidinone AldrichCPR C7H13NO3
711594 3-Methyl-2-benzoxazolinone 98% C8H7NO2
543551 6-Methoxy-2-benzoxazolinone 97% C8H7NO3
761249 2-(Penta-4-ynyl)-2-oxazoline 96% C8H11NO
369756 2-Phenyl-2-oxazoline 99% C9H9NO
CDS018472 4-phenyloxazolidin-2-one AldrichCPR C9H9NO2
CDS008830 3-(3-hydroxyphenyl)-1,3-oxazolidin-2-one AldrichCPR C9H9NO3
CDS005550 3-(4-Hydroxyphenyl)-1,3-oxazolidin-2-one AldrichCPR C9H9NO3
CDS020008 3-(2-Aminophenyl)-1,3-oxazolidin-2-one AldrichCPR C9H10N2O2
CDS019321 3-[(4-Aminophenyl)methyl]-1,3-oxazolidin-2-one AldrichCPR C10H12N2O2
CDS012185 3-[3-(aminomethyl)phenyl]-1,3-oxazolidin-2-one AldrichCPR C10H12N2O2
CDS000096 3-Benzyl-1,3-oxazolidine AldrichCPR C10H13NO
755478 3-Boc-5-vinyl-2-oxazolidinone C10H15NO4
CDS011025 (R)-3-acetyl-4-phenyl-2-oxazolidinone AldrichCPR C11H11NO3
346292 4,4-Dimethyl-2-phenyl-2-oxazoline 96% C11H13NO
CDS011530 5-benzyloxymethyl-oxazolidin-2-one AldrichCPR C11H13NO3
CDS006432 (R)-4-(4-aminomethyl-benzyl)-oxazolidin-2-one AldrichCPR C11H14N2O2
862207 4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one purified by recrystallization C12H11NO3
857556 4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one technical grade C12H11NO3
CDS011952 3-(2-amino-ethyl)-5-(3-chloro-benzyl)-oxazolidine-2,4-dione AldrichCPR C12H13ClN2O3
459577 2-(2-Methoxyphenyl)-4,4-dimethyl-2-oxazoline 98% C12H15NO2
653462 6-Benzyloxy-2-benzoxazolinone 97% C14H11NO3
459585 4,4-Dimethyl-2-(4′-methyl-2-biphenylyl)-2-oxazoline 98% C18H19NO
253626 16-Doxyl-stearic acid methyl ester C23H44NO4
CDS005961 Fmoc-Ala-Ser(ψMe,MePro)-OH AldrichCPR C24H26N2O6
CDS020463 (R,R)-[2-(4′-i-Propyloxazolin-2′-yl)ferrocenyl]diphenylphosphine AldrichCPR C28H28FeNOP
CDS019049 (2S,5R)-2-Amino-4-[3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-5-yl]butanoic acid, n2-fmoc protected AldrichCPR C29H36N2O7
CDS006022 fmoc-lys(boc)-ser(psime,mepro)-oh AldrichCPR C32H41N3O8
CDS006027 fmoc-lys(boc)-thr(psime,mepro)-oh AldrichCPR C33H43N3O8