1196491-58-3

Upstream product

• 1196490-09-1 ehyl (3R,4S,5S,6R)-4-acetamido-6-hydroxy-3-(pent-3-yloxy)-5-(tosyloxy)cyclohex-1-enecarboxylate 
• 1056467-86-7 (3aS,4S,5S,7aS)-8-acetyl-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-4,5-epimino-1,3-benzodioxole 
• 1106677-14-8 N-[(3aR,4R,5S,7aS)-4,7-dibromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl]acetamide 
• 1062100-75-7 N-((3aS,4S,5R,7aS)-7-bromo-2,2-dimethyl-5-(pentan-3-yloxy)-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)acetamide 
• 130669-75-9 (3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole 
• 67451-62-1 cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene 
• 1196490-06-8 ethyl (3R,4R,5S,6R)-4-acetamido-5,6-dihydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate 
• 1196490-01-3 ethyl (3aR,6R,7S,7aS)-7-acetamido-2,2-dimethyl-6-(pentan-3-yloxy)-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-4-carboxylate 
• 1349901-41-2 ethyl (3R,4S,5S,6R)-4-acetamido-6-hydroxy-5-(methylsulfonyloxy)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate 

Downstream Products

• 1196490-17-1 ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-(methylsulfonyloxy)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate 
• 1196490-21-7 C₁₆H₂₇NO₄ 
• 1052063-39-4 ethyl (3S,4R,5R)-4-acetamido-3-amino-5-(pentan-3-yloxy)-cyclohex-1-enecarboxylate 

Relevant academic research and scientific papers

Several generations of chemoenzymatic synthesis of oseltamivir (Tamiflu): Evolution of strategy, quest for a process-quality synthesis, and evaluation of efficiency metrics

Four generations of chemoenzymatic approaches to oseltamivir are presented. The first two generations relied on the use of cyclohexadiene-cis-diol derived enzymatically from bromobenzene. The third and fourth generation used the corresponding diol obtaine

PROCESSES AND INTERMEDIATES FOR THE PREPARATION OF OSELTAMIVIR AND ANALOGS THEREOF

The present application relates to processes for the preparation of oseltamivir and the H3PO4 salt of oseltamivir, Tamiflu. The application further relates to novel intermediate compounds and to pharmaceutical compositions containing said compounds. The application further relates to a method of using the novel intermediates to treat or prevent influenza.