87231-40-1

Upstream product

• 100-46-9 benzylamine 
• 90210-85-8 1-Benzyl-3-(2-methyl-[1,3]dioxolan-2-yl)-4-oxo-azetidine-2-carboxylic acid ethyl ester 
• 90210-84-7 1-Benzyl-3-(2-methyl-[1,3]dioxolan-2-yl)-4-oxo-azetidine-2,2-dicarboxylic acid diethyl ester 
• 83304-65-8 diethyl 1-benzyl-3-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylate 
• 83304-66-9 diethyl 3-acetyl-1-benzyl-4-oxo-2,2-azetidine-dicarboxylate 
• 56599-00-9 diethyl N-benzyl-2-aminomalonate 
• 90210-85-8 (2R,3S)-1-Benzyl-3-(2-methyl-[1,3]dioxolan-2-yl)-4-oxo-azetidine-2-carboxylic acid ethyl ester 

Downstream Products

• 87231-36-5 [(2S,3R)-1-Benzyl-3-(2-methyl-[1,3]dioxolan-2-yl)-4-oxo-azetidin-2-yl]-acetonitrile 
• 87231-37-6 (3R,4R)-1-Benzyl-4-iodomethyl-3-(2-methyl-[1,3]dioxolan-2-yl)-azetidin-2-one 
• 87231-39-8 Methanesulfonic acid (2R,3R)-1-benzyl-3-(2-methyl-[1,3]dioxolan-2-yl)-4-oxo-azetidin-2-ylmethyl ester 

Relevant academic research and scientific papers

SIMPLE AND CONDENSED β-LACTAMS-I. THE APPLICATION OF DIKETENE IN β-LACTAM SYNTHESIS. THE SYNTHESIS AND FUNCTIONAL GROUP MANIPULATIONS OF DIETHYL 3-ACETYL-4-OXOAZETIDINE-2,2-DICARBOXYLATES

Acetylation of the N-substituted diethyl aminomalonates 3a-3d with diketene furnished the ring tautomers 6a-6d of the expected acetoacetyl derivatives 5.By treatment with iodine and sodium ethoxide compounds 6a-6d are smoothly converted into the β-lactam