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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O9409 2-Oxazolidinone 98% C3H5NO2
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
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
CDS014266 3-(2-hydroxypropyl)-5-methyl-2-oxazolidinone AldrichCPR C7H13NO3
711594 3-Methyl-2-benzoxazolinone 98% C8H7NO2
543551 6-Methoxy-2-benzoxazolinone 97% C8H7NO3
369756 2-Phenyl-2-oxazoline 99% C9H9NO
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
346292 4,4-Dimethyl-2-phenyl-2-oxazoline 96% C11H13NO
CDS006432 (R)-4-(4-aminomethyl-benzyl)-oxazolidin-2-one AldrichCPR C11H14N2O2
862207 4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one purified by recrystallization C12H11NO3
459577 2-(2-Methoxyphenyl)-4,4-dimethyl-2-oxazoline 98% C12H15NO2
653462 6-Benzyloxy-2-benzoxazolinone 97% C14H11NO3
253626 16-Doxyl-stearic acid methyl ester C23H44NO4
CDS020463 (R,R)-[2-(4′-i-Propyloxazolin-2′-yl)ferrocenyl]diphenylphosphine AldrichCPR C28H28FeNOP