111761-83-2

Upstream product

• 111821-17-1 1-(2-hydroxypropyl)-3-phenoxy-4-(p-methoxyphenyl)azetidin-2-one 
• 111761-80-9 cis-1-(2-hydroxypropyl)-3-phenoxy-4-(p-methoxyphenyl)azetidin-2-one 
• 111761-78-5 [1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-(2-trimethylsilanyloxy-propyl)-amine 
• 122-59-8 2-phenoxyacetic acid 

Downstream Products

• 101067-53-2 4-(p-methoxyphenyl)-3-phenoxyazetidin-2-one 

Relevant academic research and scientific papers

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.

Reagents and Synthetic Methods. Part 58. Synthesis of β-Lactams from Acetic Acids and Imines promoted by Vilsmeier Type Reagents

The development of a practical method for the stereospecific preparation of several 3-substituted β-lactams from acetic acids and imines is described.The key step of the method is the activation of the carboxy component by means of Vilsmeier type reagents.The preparation of some N-(2'-hydroxyethyl)-β-lactams and N-(p-dimethyl-t-butylsiloxyphenyl)-β-lactams as intermediates for N-H azetidinones is also reported.For the last compounds the steric bulk of the N-substituent is the key feature for a high cis-β-lactam formation.