1291089-91-2

Upstream product

• 10416-67-8 N-(trimethylsilyl)phthalimide 
• 1291089-93-4 (1R,3S,4R,5R)-ethyl 3-(1,3-dioxoisoindolin-2-yl)-5-hydroxy-4-(4-methylphenylsulfonamido)cyclohexanecarboxylate 
• 1041262-62-7 ethyl (1S,5S)-5-(1,3-dioxoisoindolin-2-yl)cyclohex-3-enecarboxylate 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 

Downstream Products

• 1291089-96-7 (4R,5S)-ethyl 5-(1,3-dioxoisoindolin-2-yl)-4-(4-methylphenylsulfonamido)-3-oxocyclohex-1-enecarboxylate 
• 1291089-97-8 (3S,4R,5S)-ethyl 5-(1,3-dioxoisoindolin-2-yl)-3-hydroxy-4-(4-methylphenylsulfonamido)cyclohex-1-enecarboxylate 
• 1291089-99-0 C₂₄H₂₂N₂O₆S 
• 1291090-00-0 (3R,4R,5S)-ethyl 5-(1,3-dioxoisoindolin-2-yl)-3-hydroxy-4-(4-methylphenylsulfonamido)cyclohex-1-enecarboxylate 
• 1291089-98-9 (3R,4R,5S)-ethyl 5-(1,3-dioxoisoindolin-2-yl)-4-(4-methylphenylsulfonamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate 
• 1291089-92-3 C₂₄H₂₄N₂O₆S 
• 1291089-93-4 (1R,3S,4R,5R)-ethyl 3-(1,3-dioxoisoindolin-2-yl)-5-hydroxy-4-(4-methylphenylsulfonamido)cyclohexanecarboxylate 
• 1291089-94-5 C₂₄H₂₆N₂O₇S 
• 1291089-95-6 (1R,3S,4R)-ethyl 3-(1,3-dioxoisoindolin-2-yl)-4-(4-methylphenylsulfonamido)-5-oxocyclohexanecarboxylate 

Relevant academic research and scientific papers

Development of a concise synthesis of (-)-oseltamivir (Tamiflu)

We report a full account of our work towards the development of an eight-step synthesis of anti-influenza drug (-)-oseltamivir (Tamiflu) from commercially available starting materials. The final synthetic route proceeds with an overall yield of 30 %. Key transformations include a novel palladium-catalyzed asymmetric allylic alkylation reaction (Pd-AAA) as well as a rhodium-catalyzed chemo-, regio-, and stereoselective aziridination reaction.