70187-23-4

Upstream product

• 106-49-0 p-toluidine 
• 7402-58-6 1-(benzo[d][1,3]dioxol-5-yl)-N-(p-tolyl)methaneimine 
• 120-57-0 piperonal 
• 70208-20-7 (E)-3-((2R,3S)-2-Benzo[1,3]dioxol-5-yl-4-oxo-1-p-tolyl-azetidin-3-ylamino)-but-2-enoic acid ethyl ester 
• 70208-20-7 (Z)-3-(2c-benzo[1,3]dioxol-5-yl-4-oxo-1-p-tolyl-azetidin-3r-ylamino)-but-2-enoic acid ethyl ester 

Downstream Products

• 70187-24-5 N-(2c-benzo[1,3]dioxol-5-yl-4-oxo-1-p-tolyl-azetidin-3r-yl)-2-phenoxy-acetamide 

Relevant academic research and scientific papers

Some Novel Monocyclic cis-β-Lactams from Glycine

Enamine derivatives (Ia, b) obtained by the condensation of glycine and β-dicarbonyl compounds have been utilised for the stereoselective synthesis of cis-β-lactams.Addition of POCl3 to a mixture of the potassium salts (I), imines (IIa-c and III) and triethylamine gives 3-enamino-2-azetidinones (IV, VI, VII, X and XXI) in 30-40 percent yield.Imines (IId and IIe) prepared from ethyl glycinate hydrochloride and aromatic aldehydes, when subjected to this reaction yield 3-enamino-β-lactams (XIII and XVII) carrying an ester function.The protecting β-dicarbonyl function canbe easily removed with ethanol/HCl to generate the α-amino-β-lactams (V, VIII, XI, XIV, XVIII and XXII) which have been used as the progenitors for the preparation of 3-amido-2-azetidinones.The α-amido-β-lactams (XV and XIX) having an ester function on treatment with 0.1 N NaOH in acetone get converted into the novel α-amido-β-lactams (XVI and XX) carrying a free carboxy function essential for antibacterial activity.