Issue 61, 2014
From the journal:

Chemical Communications

Biomass derived furfural-based facile synthesis of protected (2S)-phenyl-3-piperidone, a common intermediate for many drugs†

P.-F. Koh,a   P. Wang,a   J.-M. Huangab  and  T.-P. Loh*ac  

* Corresponding authors

a Division of Chemistry & Biological Chemistry, Nanyang Technological University, 50 Nanyang Avenue, Singapore 639798, Singapore

b School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, China

c Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, P. R. China
E-mail: teckpeng@ntu.edu.sg

Abstract

An efficient synthetic route towards tosyl-protected (2S)-phenyl-3-piperidone, a common intermediate for many drugs, has been developed in 5 steps in 54% yield from biomass derived furfural. The synthetic utility of the piperidone core structure was demonstrated with the synthesis of a NK1 receptor antagonist.

Graphical abstract: Biomass derived furfural-based facile synthesis of protected (2S)-phenyl-3-piperidone, a common intermediate for many drugs

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Article information

DOI
https://doi.org/10.1039/C4CC02645D
Article type
Communication
Submitted
10 Apr 2014
Accepted
01 May 2014
First published
01 May 2014
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2014,50, 8324-8327

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Biomass derived furfural-based facile synthesis of protected (2S)-phenyl-3-piperidone, a common intermediate for many drugs

P.-F. Koh, P. Wang, J.-M. Huang and T.-P. Loh, Chem. Commun., 2014, 50, 8324 DOI: 10.1039/C4CC02645D

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