394724-67-5

Basic information

• Product Name: 5-Isoxazolenonanoic acid, 4,5-dihydro-3-phenyl-, methyl ester
• CAS NO: 394724-67-5
• Molecular Formula: C19H27NO3
• Molecular Weight: 317.428
• Mol File: 394724-67-5.mol

Chemical Properties

• CAS DataBase Reference: 5-Isoxazolenonanoic acid, 4,5-dihydro-3-phenyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Isoxazolenonanoic acid, 4,5-dihydro-3-phenyl-, methyl ester(394724-67-5)
• EPA Substance Registry System: 5-Isoxazolenonanoic acid, 4,5-dihydro-3-phenyl-, methyl ester(394724-67-5)

Safety Data

• Hazardous Substances Data: 394724-67-5(Hazardous Substances Data)

Upstream product

• 932-90-1 syn-benzaldehyde oxime 
• 111-81-9 Methyl 10-undecenoate 

Relevant articles and documents

Synthesis of Δ2-isoxazoline fatty acid ester heterocycles

Fatty ester Δ2-isoxazoline heterocycles were prepared in good yields and excellent regioselectivity from 1,3-dipolar cycloaddition reactions between methyl 10-undecenoate and nitrile oxides. This methodology provides convenient access to the methyl esters of margaric (4b) and stearic (4c) acids in 63-66% yield that contain the isoxazoline heterocycle between C-10 and C-12. These fatty heterocycle compounds are synthesized in a one-pot sequence in which methyl 10-undecenoate is used to trap the reactive nitrile oxide intermediates that are generated by reacting aldoximes with aqueous sodium hypochlorite and a catalytic amount of triethylamine or by directly reacting hydroximic acid chlorides with a stoichiometric amount of base. The fatty ester Δ2-isoxazoline heterocycles represent a versatile synthon that may be useful to obtain oleochemicals with potentially new and interesting properties not easily accessible by other methods.