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Synfacts 2006(9): 0877-0877  
DOI: 10.1055/s-2006-942055
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (R)-Sibutramine

Contributor(s): Philip Kocienski
Z. Han, D. Krishnamurthy, C. H. Senanayake*
Sepracor Inc., Marlborough, USA
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Publication History

Publication Date:
23 August 2006 (online)

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Significance

Sibutramine is an anorexic agent. The key step in its synthesis is an asymmetric reduction of the N-sulfinylketimine D derived from the readilly available N-tosyl-1,2,3-oxathiazolidine-2-oxide (C) which can be reconstituted from its hydrolysis product F.