Oseltamivir total synthesis concerns the total synthesis of the antiinfluenza drug oseltamivir[1] marketed by Hoffmann-La Roche under the trade name Tamiflu. Its commercial production starts from the biomolecule shikimic acid harvested from Chinese star anise and from recombinant E. coli.[2][3] Control of stereochemistry is important: the molecule has three stereocenters and the sought-after isomer is only 1 of 8 stereoisomers.[citation needed]
^Classics in Total Synthesis III: Further Targets, Strategies, Methods K. C. Nicolaou, Jason S. Chen ISBN 978-3-527-32957-1 2011
^Farina V, Brown JD (November 2006). "Tamiflu: the supply problem". Angewandte Chemie. 45 (44): 7330–4. doi:10.1002/anie.200602623. PMID 17051628.
^Rawat G, Tripathi P, Saxena RK (May 2013). "Expanding horizons of shikimic acid. Recent progresses in production and its endless frontiers in application and market trends". Applied Microbiology and Biotechnology. 97 (10): 4277–87. doi:10.1007/s00253-013-4840-y. PMID 23553030. S2CID 17660413.
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Oseltamivirtotalsynthesis concerns the totalsynthesis of the antiinfluenza drug oseltamivir marketed by Hoffmann-La Roche under the trade name Tamiflu...
Oseltamivir, sold under the brand name Tamiflu, is an antiviral medication used to treat and prevent influenza A and influenza B, viruses that cause the...
restricted and tortuous synthetic routes may be required (e.g. Oseltamivirtotalsynthesis). This approach also requires a stoichiometric amount of the...
ring-opens epoxides to give azido alcohols. It has been used in the Oseltamivirtotalsynthesis. Trimethylsilyl azide is incompatible with moisture, strong oxidizing...
Aldols are also used as intermediates in the synthesis of polyketide natural products and drugs such as Oseltamivir and Epothilone. Mukaiyama aldol addition...
Further steps then gave triquinacene (4). In their synthesis of the antiviral drug oseltamivir, also known as Tamiflu, Ishikawa et al. used the Curtius...
biological origin. The multiple-step synthesis of complex organic compounds is called totalsynthesis. Totalsynthesis of complex natural compounds increased...
protecting groups may often shorten an enantioselective synthesis (e.g. shikimic acid for oseltamivir). As a rule, the introduction of a protecting group...
Synthesis of (–)-Oseltamivir, N. Satoh, T. Akiba, S. Yokoshima, and T. Fukuyama, Angew. Chem. Int. Ed., 46, 5734–5736 (2007). A Practical Synthesis of (–)-Kainic...
Staudinger reaction, with Raney nickel or with hydrogen sulfide in pyridine. Oseltamivir, an antiviral medication, is currently produced in commercial scale by...
beta-stranded domain inserted into the catalytic domain. Recent emergence of oseltamivir and zanamivir resistant human influenza A(H1N1) H274Y has emphasized...
plants and animals. In the production of modern life science products, totalsynthesis from petrochemicals prevails. The HMW products, respectively large...
and translation by host machinery. The RNA synthesis takes place in the cell nucleus, while the synthesis of proteins takes place in the cytoplasm. Once...
which inhibit the uncoating of virions by interfering with M2, and Oseltamivir (marketed under the brand name Tamiflu), Zanamivir, and Peramivir, which...
Andreas G. (July 1999). "Industrial Synthesis of the Key Precursor in the Synthesis of the Anti-Influenza Drug Oseltamivir Phosphate (Ro 64-0796/002, GS-4104-02):...
typically target key components of viral reproduction; for example, oseltamivir targets influenza neuraminidase, while guanosine analogs inhibit viral...
An example of such a transition state inhibitor is the antiviral drug oseltamivir; this drug mimics the planar nature of the ring oxonium ion in the reaction...
in nonproprietary naming because unlike smaller molecules made with totalsynthesis or semisynthesis, there is less assurance of complete fungibility between...
McEwen J, O'Brien C, et al. (1998). "Antioxidant Capacity As Influenced by Total Phenolic and Anthocyanin Content, Maturity, and Variety of Vaccinium Species"...
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