950690-25-2

Upstream product

• 950690-22-9 ethyl 5-(tert-butoxycarbonylamino)-3,4-epoxy-cyclohexa-1-ene-1-carboxylate 
• 119719-61-8 (1R,4R,5R)-4-iodo-6-oxabicyclo[3.2.1]octane-7-one 
• 1287204-65-2 (1R,5R)-ethyl 5-hydroxycyclohex-3-enecarboxylate 
• 1287204-66-3 (1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate 
• 1287204-67-4 ethyl (5S)-5-((tert-butoxycarbonyl)amino)cyclohex-3-ene-1-carboxylate 
• 1287204-68-5 (1R,3S,5S,6S)-ethyl 5-(tert-butoxycarbonylamino)-7-oxabicyclo[4.1.0]heptane-3-carboxylate 
• 1287204-70-9 (1S,3S,4S,5S)-ethyl 3-azido-5-(tert-butoxycarbonylamino)-4-hydroxycyclohexanecarboxylate 
• 1287204-72-1 (1S,3S,4S,5S)-ethyl-3-azido-5-(tert-butoxycarbonylamino)-4-(trimethylsilyloxy)cyclohexanecarboxylate 
• 1287204-74-3 (3S,4S,5S)-ethyl-3-azido-5-(tert-butoxycarbonylamino)-4-hydroxy-1-(phenylselanyl)cyclohexanecarboxylate 
• 5709-98-8 (R)-cyclohex-3-enecarboxylic acid 
• 950690-19-4 ethyl (S)-5-((tert-butoxycarbonyl)amino)cyclohexa-1,3-diene-1-carboxylate 

Downstream Products

• 950690-28-5 ethyl 3-azido-5-(tert-butoxycarbonylamino)-4-[(methylsulfonyl)oxy]-cyclohexa-1-ene-1-carboxylate 
• 367252-68-4 (3R,4R,5S)-ethyl 4-acetamido-5-((tert-butoxycarbonyl)amino)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate 

Relevant academic research and scientific papers

Enantioselective synthesis of oseltamivir phosphate

The key steps in the enantioselective synthesis of Tamiflu include an asymmetric Diels-Alder reaction, Mitsunobu inversion using Fukuyama modified Weinreb reagent, carbamate directed epoxidation. Epoxide opening with trimethylsilyl azide furnished a 3:1 mixture of regioisomers that converged to afford the same aziridine. Attempted preparation of the unsaturated ester regioselectively using 2-iodoxybenzoic acid (IBX) following Nicolaou's protocol failed. The unsaturated ester was prepared by phenylselenylation followed by selenoxide elimination.

An iron carbonyl approach to the influenza neuraminidase inhibitor oseltamivir

A novel synthetic route towards oseltamivir, an influenza neuraminidase inhibitor, has been achieved employing a cationic iron carbonyl complex, providing an alternate pathway with the potential to access diverse analogues. The Royal Society of Chemistry.