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Synthesis 2011(8): 1208-1212
DOI: 10.1055/s-0030-1259963
DOI: 10.1055/s-0030-1259963
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
A Novel Asymmetric Synthesis of cis-(3R,4R)-N-(tert-Butoxycarbonyl)-4-methyl-3-(methylamino)piperidine
Further Information
Received
23 January 2011
Publication Date:
22 March 2011 (online)
Publication History
Publication Date:
22 March 2011 (online)
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Abstract
cis-(3R,4R)-N-(tert-Butoxycarbonyl)-4-methyl-3-(methylamino)piperidine, a key intermediate for the synthesis of CP-690550 (a potent protein kinase inhibitor), is prepared via an asymmetric approach starting from ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride in an overall yield of 49%. The mild conditions and high yields obtained during the synthesis suggest a potential industrial application for this route.
Key words
asymmetric synthesis - protecting groups - piperidines - protein kinase inhibitor - deoxygenation
- Supporting Information for this article is available online:
- Supporting Information
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