Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 15, Issue -, Pages 2577-2589Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.15.251
Keywords
azide chemistry; continuous flow synthesis; hazardous; safe; Tamiflu
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Funding
- National Research Foundation
- Council for Scientific and Industrial Research
- Nelson Mandela University
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Tamiflu is one of the most effective anti-influenza drugs, which is currently manufactured by Hoffmann-La Roche from shikimic acid. Owing to its importance, more than 60 synthetic routes have been developed to date, however, most of the synthetic routes utilise the potentially hazardous azide chemistry making them not green, thus not amenable to easy scale up. Consequently, this study exclusively demonstrated safe and efficient handling of potentially explosive azide chemistry involved in a proposed Tamiflu route by taking advantage of the continuous-flow technology. The azide intermediates were safely synthesised in full conversions and >89% isolated yields.
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