Isoxazolidine

Isoxazolidine is the organic compound with the formula (CH₂)₃(NH)O. It is the parent of a family of compounds called Isoxazolidines, which are saturated C₃NO heterocyclic rings where the nitrogen and oxygen occupy adjacent positions (1 and 2). They are the saturated analogues of Isoxazoles, and they are isomeric with oxazolidines, where the N and O are separated by one carbon.^[1]

Isoxazolidine

Identifiers
CAS Number	504-72-3 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:50311
ChemSpider	120107
PubChem CID	136333
CompTox Dashboard (EPA)	DTXSID90198445
InChI InChI=1S/C3H7NO/c1-2-4-5-3-1/h4H,1-3H2 Key: CIISBYKBBMFLEZ-UHFFFAOYSA-N
SMILES C1CNOC1
Properties
Chemical formula	C3H7NO
Molar mass	73.095 g·mol−1
Appearance	colorless liquid
Boiling point	59 °C (138 °F; 332 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Isoxazolidines can be produced by the nitrone-olefin (3+2) cycloaddition reaction.

They represent precursors to 1,3-aminoalcohols.^[2] The series Organic Syntheses provides detailed procedures that yield isoxazolidines, e.g., from styrene^[3] and N-phenylmaleimide.^[4] Some isoxazolidines are of medicinal interest.^[5]