86694-80-6

Upstream product

• 75103-73-0 N-(1-ethoxy-1-oxoethylidene)-1-phenylmethanamine oxide 
• 86694-78-2 diethyl N-benzyl-N-(chloroacetyl)aminomalonate 
• 56598-99-3 diethyl 2-(benzylamino)malonate hydrochloride 
• 725238-54-0 ethyl 5-(phenylmethyl)-4-oxa-5-azaspiro[2.4]heptane-6-carboxylate 
• 86694-79-3 diethyl 1-benzyl-4-oxoazetidine-2,2-dicarboxylate 

Downstream Products

• 85390-46-1 1-Benzyl-4-(hydroxymethyl)azetidin-2-one 
• 86694-81-7 1-benzyl-4-(mesyloxymethyl)-2-azetidinone 

Relevant academic research and scientific papers

A new approach to the synthesis of monocyclic β-lactam derivatives

A new approach to the synthesis of monocyclic β-lactam derivatives is presented. Dipolar cycloaddition of an aldonitrone with TMS-acetylene provided a 5-(trimethylsilyl)isoxazoline. The isoxazoline was fragmented with tetrabutylammonium fluoride (TBAF) to

Novel prospects of the acidic thermal rearrangement of spiro[cyclopropane- 1,5′-isoxazolidines] to β-lactams

Monocyclic β-lactams were synthesized by a 1,3-cycloaddition/thermal rearrangement process in the presence of a protic acid, starting from methylenecyclopropane derivatives and acyclic nitrones. Five-membered cyclic nitrones failed to give carbapenam structures under the same conditions, affording exclusively the corresponding N-trifluoroacetyl β-amino acid derivatives in the presence of trifluoroacetic acid. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.