70079-43-5

Upstream product

• 443682-82-4 5,5-dimethyl-3-(1-methyl-2-phenylethyl)-1,4,2-dioxazole 
• 443682-81-3 5,5-dimethyl-3-(2-phenylethyl)-1,4,2-dioxazole 

Downstream Products

• 34666-01-8 ethyl 2-methyl-3-phenylpropionate 
• 443682-82-4 5,5-dimethyl-3-(1-methyl-2-phenylethyl)-1,4,2-dioxazole 
• 31883-79-1 3-methyl-3,4-dihydroquinolin-2(1H)-one 
• 35690-67-6 3,4-dihydro-3-methylisoquinolin-1-(2H)-one 

Relevant academic research and scientific papers

5,5-Dimethyl-1,4,2-dioxazoles as versatile aprotic hydroxamic acid protecting groups

5,5-Dimethyl-1,4,2-dioxazoles are readily installed by transketalization of 2,2-diethoxypropane, where both the NH and OH moieties are protected in a nonprotic form. The dioxazoles are stable to a wide variety of reaction conditions and readily revert back to the hydroxamic acid by treatment with Nafion-H in 2-propanol. The method is applicable to primary, secondary, tertiary, and aromatic hydroxamic acids, and the acidity of the protons adjacent to the dioxazole allows α-functionalization.