84209-25-6

Upstream product

• 114498-02-1 2-[(3S,4R)-1-(2-Hydroxy-ethyl)-2-oxo-4-((E)-styryl)-azetidin-3-yl]-isoindole-1,3-dione 
• 104-55-2 3-phenyl-propenal 
• 6780-38-7 N-phthaloylglycine chloride 
• 122127-02-0 C₁₇H₁₇NO 
• 114498-06-5 N-formyl-3-phthalimidoyl-4-styrylazetidin-2-one 

Relevant academic research and scientific papers

Argentic oxide mediated N-dearylation of β-lactams

A method is described for the N-dearylation of N-(4-methoxy- or 4-ethoxyphenyl)-2-azetidinones with argentic oxide. The yields are good-to-excellent and the reaction is simple, efficient, and fast.

On-column N-dearylation of 2-azetidinones by silica-supported ceric ammonium nitrate

A modified traditional preparative chromatographic column can be used to achieve quantitative N-dearylation of N-(alkoxyphenyl), N-(alkoxynaphthyl), and N-(alkoxybenzyl)-2-azetidinones under mild conditions. Starting materials are charged on top of the co

Synthesis of novel N-(4-ethoxyphenyl) azetidin-2-ones and their oxidative N-deprotection by ceric ammonium nitrate

It is shown that the N-(p-ethoxyphenyl) group on β-lactams can be oxidatively removed by ceric ammonium nitrate in good yield. Fourteen new N-(p-ethoxyphenyl)-2-azetidinones 8a-n were synthesized through standard [2+2] ketene-imine cycloadditions (Staudinger reaction). Treatment of these compounds with ceric ammonium nitrate yielded the N-dearylated 2-azetidinones 9a-n in good to excellent yields. The effects of solvent, molar equiv of CAN and different temperatures have been investigated and optimum conditions were established.

PYRIDINE ASSISTED OXIDATIONS OF ALCOHOLS TO CARBONYL COMPOUNDS BY MEANS OF 3-CARBOXYPYRIDINIUM DICHROMATE (NDC) REAGENT.

3-carboxypyridinium dichromate (NDC), readly prepareted from nicotinic acid and chromium trioxide, is an efficient reagent for the oxidation of alcohols into carbonyl compounds in the presence of pyridine.The optimum molar ratio substrate:reagent:pyridine to ensure complete oxidation of starting material in a short reaction time was found 1:2.5:20 respectlively.A brief compouison between this reagent and pyridinium dichromate (PDC) is made.In contrast to the PDC reagent, NDC allows selective oxidation between benzylic alcohols and aliphatic alcohols.The NDC-pyridine system has been successfully extended to the oxidation of N-(2-hidroxy-2-phenyl or 2-methylethyl)-β-lactams into their corresponding carbonyl compounds as N-H azetidin-2-one precursor.In contrast, primary N-(2-hydroxyethyl)-β-lactams upon treatment with this reagent system afforded N-formylazetidin-2-ones.The influence of pyridine in oxidations by means of NDC is further shown in the conversion of hydroquinones into quinones.Another interesting feature associated with the use of this reagent is the ease of purification of the final products.