84209-24-5

Upstream product

• 3513-55-1 1-bromo-3-phthalimide acetone 
• 123525-44-0 N-(3-phenyl-2-propenylidene)-4-methoxyaniline 
• 6780-38-7 N-phthaloylglycine chloride 
• 88315-63-3 (E)-4-methoxy-N-((E)-3-phenylallylidene)aniline 
• 4702-13-0 N-phthaloylglycine 
• 80542-40-1 N-cinnamylidene-p-anisidine 
• 104-55-2 3-phenyl-propenal 
• 104-94-9 4-methoxy-aniline 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 126491-91-6 N-[(2S,3S)-2-Formyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-2-phenoxy-acetamide 
• 126491-94-9 N-[(2R,3S)-2-[(E)-2-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-vinyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-2-phenoxy-acetamide 
• 126491-96-1 N-[(2R,3S)-2-[2-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-2-phenoxy-acetamide 
• 136137-20-7 1-p-methoxyphenyl-3-phthalimido-4-(1'-p-methoxyphenyl-3'-phenyl-azetidin-2'-one-4'-yl)-azetidin-2-one 
• 136137-17-2 2-((2S,3S)-1-(4-Methoxy-phenyl)-2-{[(E)-4-methoxy-phenylimino]-methyl}-4-oxo-azetidin-3-yl)-isoindole-1,3-dione 
• 113995-10-1 (3S,4R)-3-Amino-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one 
• 126158-18-7 (2R*,3R*)-3-(1,3-dioxoisoindolin-2-yl)-1-(4-methoxyphenyl)-4-oxoazetidine-2-carbaldehyde 

Relevant academic research and scientific papers

Hypocholesterolemic activity of some novel azetidin-2-ones in diet and diabetes induced hypercholesterolemia in rats

Some novel substituted azetidin-2-ones (5-8) were synthesized via {2 + 2} cycloaddition reactions of imines and ketenes and evaluated for their ability to prevent diet and diabetes induced hypercholesterolemia. The test compounds 5a and 7a significantly (p a dose dependent manner. Compound 5a also raised the high density lipoprotein-cholesterol levels in chronic diet models by peanut oil (5.5%), cholesterol (1.5%) and cholic acid (0.5%). In a diabetes induced model of hypercholesterolemia, the test compounds were evaluated for preventing diabetes-induced hypercholesterolemia (protocol 1) as well as for lowering post diabetic hypercholesterolemia (protocol 2). Test compounds 5a-g and 7a-d significantly (p a greater reduction in protocol 1 as compared with protocol 2. Based on SAR studies, the substituents that favor hypocholesterolemic activity around the azetidin-2-one nucleus are discussed and a possible mechanism of action is proposed on the basis of their differential effects in two protocols of diabetes-induced hypercholesterolemia.

Application of erythro-2-amino-1,2-diphenylethanol as a highly efficient chiral auxiliary. highly stereoselective staudinger-type β-lactam synthesis using a 2-chloro-l-methylpyridinium salt as the dehydrating agent

The Staudinger-type reaction of carboxylic acids with imines, using a 2-chloro-l-methylpyridinium salt as the dehydrating reagent, proceeded smoothly under mild conditions to afford the desired β-lactams in high yields with excellent cis-selectivity. This

Diastereoselective synthesis of bis-beta-lactams

Schiff bases derived from (±)-4-aldehydo-2- -azetidinones react with acid chlorides and triethylamine to produce (±)-bis-β-lactams in a diastereoselective fashion. The steric course of β-lactam fonnation was determined in one case by using chiral HPLC sep

N,N-DIMETHYLPHOSPHORAMIDIC DICHLORIDE: A CONVENIENT REAGENT FOR THE PREPARATION OF β-LACTAMS FROM ACETIC ACIDS AND IMINES

A convenient reagent for the preparation of β-lactams from acetic acids and imines is described.A new route to α-keto-β-lactams from 3-bis(ethylthio)β-lactams is also reported.Reaction of 4-acethyl-β-lactams with diazomethane is also made.

NEW STEREOCHEMECAL OUTCOMES IN THE CYCLOADDITION OF ACID HALIDES OR EQUIVALENTS TO CINNAMYLIDENEAMINES: A CONCISE NEW APPROACH TO 4-ACETOXYAZETIDIN-2-ONES.

The reaction between 2-methylcinnamylideneamines and acid halides or equivalents leads to the stereospecific formation of cis-β-lactams.A new three steps approach to 4-acetoxyazetidin-2-ones as building blocks of β-lactam antibiotics is also described