108908-70-9

Upstream product

• 22835-33-2 (4-Methoxy-phenyl)-[(E)-3-phenyl-prop-2-en-(E)-ylidene]-amine 
• 122-59-8 2-phenoxyacetic acid 
• 88315-63-3 (E)-4-methoxy-N-((E)-3-phenylallylidene)aniline 
• 80542-40-1 N-cinnamylidene-p-anisidine 
• 701-99-5 Phenoxyacetyl chloride 
• 14371-10-9 (E)-3-phenylpropenal 
• 104-94-9 4-methoxy-aniline 
• 104-55-2 3-phenyl-propenal 
• 123525-44-0 N-(3-phenyl-2-propenylidene)-4-methoxyaniline 
• 15286-52-9 N-(4-Methoxyphenyl)-3-phenylpropenaldimine 
• 114476-97-0 phenoxythioacetic acid S-benzothiazol-2-yl ester 
• 132377-49-2 (E)-(2R,3S)-3-(4-Methoxy-phenylamino)-2-phenoxy-5-phenyl-pent-4-enoic acid 

Downstream Products

• 133505-04-1 (2S,3S)-1-(4-Methoxy-phenyl)-4-oxo-3-phenoxy-azetidine-2-carbaldehyde 
• 136137-18-3 (2R,3S,2'R,3'S)-1,1'-Bis-(4-methoxy-phenyl)-3,3'-diphenoxy-[2,2']biazetidinyl-4,4'-dione 
• 133504-98-0 (3S,4R)-1-(4-Methoxy-phenyl)-4-{[(E)-4-methoxy-phenylimino]-methyl}-3-phenoxy-azetidin-2-one 
• 123525-47-3 3-phenoxy-4-(2'-phenylethenyl)-2-azetidinone 
• 133505-04-1 cis-4-formyl-1-(p-methoxyphenyl)-3-phenoxyazetidin-2-one 
• 136137-18-3 1-p-methoxyphenyl-3-phenoxy-4-(1'-p-methoxyphenyl-3'-phenoxyazetidin-2'-one-4'-yl)-azetidin-2-one 
• 133504-98-0 (3S,4R)-1-(4-Methoxy-phenyl)-4-{[(E)-4-methoxy-phenylimino]-methyl}-3-phenoxy-azetidin-2-one 

Relevant academic research and scientific papers

An easy and convenient synthesis of β-lactams via a one-pot staudinger reaction with 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride starting from substituted carboxylic acids

An easy and convenient direct synthesis of 2-azetidinones is described. The [2+2] cycloaddition reaction of imines and carboxylic acids using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) has been employed to synthesize a variety of 2-azetidinones in high yields. The products were easily isolated because the byproducts are highly soluble in water.

One-pot sequence synthesis of azetidin-2-one using diethyl chlorophosphate

A simple and convenient synthesis of 2-azetidinone derivatives from the reaction of a pre-mixture of amines and aldehydes with carboxylic acids in the presence of diethyl chlorophosphate by [2+2] cycloaddition reaction is described. Separation and purification of imines as intermediates were not required. The methodology is convenient and good to excellent yields of products were obtained with simple purification.

2,2′-dibenzothiazolyl disulfide: A versatile reagent for the synthesis of 2-azetidinones

2,2′-Dibenzothiazolyl disulfide has been found to be a versatile reagent that provides a convenient and efficient route for the synthesis of β-lactams from Schiffs bases and alkoxy/aryloxy acetic acids. The process involves the formation of thioester of the corresponding acid. Finally, condensation of titanium enolates, derived from these esters, with imines completes the synthesis of 2-azetidinones.

Synthesis of azetidin-2-one via in situ generated acid chlorides using hexachloroacetone-triethylphosphite

A one step synthesis of azitidine-2-ones 3a-i has been described by the reaction of imines 2 with acids 1 in the presence of hexachloroacetone, triethylphosphite and triethylamine.

Triphosgene: A versatile reagent for the synthesis of azetidin-2-ones

An efficient use of triphosgene, as an acid activator, for the synthesis of substituted azetidin-2-ones via ketene-imine cycloaddition reaction using various acids and imines have been described.

Triphosgene, an efficient acid activator for the Staudinger reaction

An efficient one-step synthesis of β-lactams by the reaction of imines with acids in the presence of triphosgene and triethylamine has been described.

Synthesis of azetidin-2-ones from imines and acids using trichloroacetonitrile-triphenylphosphine reagent

A one step synthesis of azetidin-2-ones (3a-j) has been described by the reaction of imines (1) with acids (2) in presence of trichloroacetonitrile, triphenylphosphine and triethylamine.

Microwave-assisted rapid and simplified hydrogenation

Catalytic transfer hydrogenation has been conducted under microwave irradiation in open vessels using high-boiling solvents such as ethylene glycol (bp 198 °C) as the microwave energy transfer agent. Reduction of double bonds and hydrogenolysis of several functional groups were carried out safely and rapidly (3-5 min) at about 110-130 °C with 10% Pd/C as an efficient catalyst and ammonium formate as the hydrogen donor. Diverse types of β-lactam synthons were prepared by the reduction of ring substituents containing alkene and alkylidene groups or conjugated unsaturated esters. Cleavage of the β-lactam ring by hydrogenolysis of the N-C4 bond of 4- aryl-2-azetidinones was a facile reaction with 10% Pd/C as the catalyst; but no ring scission occurred when Raney nickel catalyst was employed. Dehalogenation of aromatic compounds was also successful with ammonium formate and Pd/C catalyst. Hydrogenolysis of phenylhydrazone of methyl benzoylformate gave the methyl ester of phenylglycine in excellent yield. The techniques described here for microwave assisted hydrogenation are safe, rapid, and efficient and are suitable for research investigation as well as for undergraduate and high school laboratory exercises.

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