80898-80-2

Upstream product

• 80909-65-5 (2-Chloro-4-oxo-azetidin-1-yl)-(4-oxo-[1,3]dithietan-2-ylidene)-acetic acid 4-nitro-benzyl ester 
• 83362-25-8 4'-Nitrobenzyl 2-(4-allylthioazetidin-2-on-1-yl)acetate 
• 83362-26-9 methyl 2-(4-allylthioazetidin-2-on-1-yl)acetate 
• 83362-39-4 4-nitrobenzyl 3-acetylthio-8-oxo-4,5-dithia-1-azabicyclo[4.2.0]oct-2-ene-carboxylate 
• 83362-37-2 4-Nitrobenzyl 3,3-di(acetylthio)-2-(4-allylthio-azetidin-2-on-1-yl)propenoate 
• 83362-38-3 4-Nitrobenzyl 3,3-di(acetylthio)-2-(4-allylsulphinylazetidin-2-on-1-yl)propenoate 
• 80898-76-6 p-nitrobenzyl 2-(4-methylthio-2-azetidinon-1-yl)-2-(4-oxo-1,3-dithietan-2-ylidene)acetate 
• 123-91-1 1,4-dioxane 
• 288-32-4 1H-imidazole 
• 83362-40-7 4-nitrobenzyl 3-acetylthio-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 

Downstream Products

• 75388-78-2 4-Nitrobenzyl 3-ethylthio-7-oxo-4-thia-1-azabicyclo[3,2,0]hept-2-ene 2-carboxylate 

Relevant academic research and scientific papers

7-Oxo-4-thia-1-aza[3,2,0]heptane and 7-oxo-4-thia-1-aza[3,2,0]hept-2-ene derivatives

What are disclosed are compounds, useful as intermediates in the preparation of substituted penem compounds, of the formula STR1 methods for making such compounds from intermediates of the formula STR2 by reaction of the latter with a nucleophilic compound, methods for making such intermediates from compounds of the formula STR3 by reaction of the last-mentioned compounds with a tervalent phosphorus compound, and methods for making said last-mentioned compounds by cyclizing compounds of the formula STR4 with a tervalent phosphorus compound.

2-Thioxopenams, Useful Intermediates for Penem Synthesis

The new penam derivatives, 2-thioxopenams, are prepared by a novel synthetic method and treated with alkylating agents to give penem derivatives.

Use of the Allylic Sulphoxide-Sulphenate Ester Rearrangement for the Synthesis of a 2-Thiacephem and a Penem

A 2-thioxopenam is synthesised from an acetylthio substituted penem and 2-thiacephem; the latter compound was prepared through the intramolecular nucleophilic capture of an allylic sulphenate ester, generated thermally from the corresponding sulphoxide (1