853356-38-4

Upstream product

• 17342-08-4 (S)-Pyroglutaminol 
• 51693-17-5 (S)-toluene-4-sulfonic acid 5-oxo-pyrrolidin-2-ylmethyl ester 
• 633294-91-4 (R)-5-(but-3-en-1-yl)pyrrolidin-2-one 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 853356-48-6 (R)-(-)-{2-[5-but-3-enyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester 
• 853356-36-2 (2R,4S)-(+)-2-but-3-enyl-4-isopropyl-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-cyclopenta[b]pyrrol-6-one 
• 853356-37-3 (R)-(-)-[5-but-3-enyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-4-methylpent-2-en-1-one 
• 853356-45-3 (R)-(-)-5-but-3-enyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester 
• 853356-39-5 trifluoromethanesulfonic acid (R)-5-but-3-enyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl ester 

Relevant academic research and scientific papers

COMPOUNDS, COMPOSITIONS AND METHODS

The present disclosure relates generally to methods and compositions for preventing or arresting cell death and/or inflammation.

Remote stereocontrol in the Nazarov reaction: A new approach to the core of roseophilin

Three different procedures are compared to obtain properly substituted divinyl ketones in which one of the double bonds is embedded in a five-membered heterocyclic structure and therefore suitable to produce cyclopenta-fused pyrrole derivatives by the acid-catalyzed Nazarov reaction. These, on treatment with TFA, afforded 2,4-cis-disubstituted 2,3,4,5-tetrahydro-1H-cyclopenta[e] pyrrol-6-ones with high stereo-control. One of these Nazarov products was oxidized to the corresponding 4,5-dihydro-1H-cyclopenta[e]pyrrol-6-one derivative, thus obtaining an enantiopure key intermediate in the total synthesis of roseophilin.