Chemistry Heterocyclic Building Blocks Oxazolidines

Oxazolidines

Oxazolidine has a chemical formula of (CH2)3(NH)O and consists of a five-membered heterocyclic ring. Unlike isoxazolidine, the oxygen atom and NH groups in oxazolidine are not bonded to each other. Oxazolines, on the other hand, are unsaturated compounds that serve as analogues to oxazolidines.

Oxazolidine-based compounds have gained recognition as chiral auxiliaries and strategic molecular units in the field of chemistry due to their ability to effectively imitate or conceal amino acid units and amino alcohols. Additionally, their potential applications in the fields of medicinal and materials chemistry have recently garnered attention.

There are various oxazolidine derivatives that exist in nature. Certain ones manifest as post-translational modifications of proteins, while others serve as constituents of alkaloids. Among these compounds, a handful have demonstrated potent anticancer properties. Notable instances include terazomine, quinocarcin, and tetrahydroisoquinoline.

Oxazolidines find frequent usage as metal ligands for asymmetric catalysis, synthetic intermediates during organic synthesis, and as protecting groups. This functional group is a constituent of several biologically significant synthetic compounds and medicinally important natural products.

Oxazolidines are widely recognized as crucial components of bioactive compounds or chiral molecule precursors, and have also established themselves as dependable chiral auxiliaries.

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    4-Benzyl-3-(5-chloro-2-isopropylpent-4-enoyl)oxazolidin-2-one

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