218461-38-2

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 135362-69-5 3-(4-methoxybenzyl)oxypropan-1-ol 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 195392-61-1 4-formyloxy-1-[1'-(4-methoxybenzyloxy)propan-3'-yl]azetidin-2-one 
• 195392-62-2 1-[1'-(4-methoxybenzyloxy)propan-3'-yl]-4-vinyloxyazetidin-2-one 

Relevant academic research and scientific papers

Synthesis of 1-oxacephams via improved cyclization of N-substituted-4- formyloxyazetidin-2-ones

The Lewis acid promoted cyclisation of N-substituted-4- formyloxyazetidin-2-ones, easily available from 4-vinyloxyazetidin-2-one is described. The efficiency of the ring closure reaction, to give 1-oxacephams, depends on the oxygen protected-activated group and the Lewis acid.

Stereocontrolled synthesis of 1-oxacepham from 4-vinyloxyazetidin-2-one, a new building block

A new methodology for 1-oxacepham synthesis is described. Readily available 4-vinyloxyazetidin-2-one 2 is shown to be a useful building block for β-lactam synthesis. N-Alkylation of 2 is followed by oxidation of the vinyloxy group to give 4-acyloxy-N-substituted azetidin-2-ones suitable for nucleophilic displacement at the C-4 carbon atom. The ring closure reaction offers high stereoselectivity.