Simple Practical Preparations of Sufentanil from Cheap and Commercially Available 1-methyl-4-piperidone

Novel simple approach was elaborated for the preparation of fentanyl and sufentanil starting from commercially available, cheap 1-methyl-4-piperidone. Compared to existing syntheses new route is shorter, easily scalable, and does not require the use of expensive palladium catalysts, highpressure equipment, and chromatographic separations. Moreover, it allows for to avoidance of working with the unstable norsufentanil, which is prone to a facile acyl migration to the nitrogen atom of the piperidine core even at ambient temperature, resulting in contamination of the target product.

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Publication Details

Journal
Letters in Organic Chemistry
Published
2025-06-13
DOI
https://doi.org/10.2174/0115701786366473250601080424
Primary Topic
Analytical Methods in Pharmaceuticals
Type
article
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article

Simple Practical Preparations of Sufentanil from Cheap and Commercially Available 1-methyl-4-piperidone

A. G. Buyanovskaya, O. S. Shilova, Sergey K. Moiseev, Sofia M. Morozova et al.
Letters in Organic Chemistry
Analytical Methods in Pharmaceuticals
article

Simple Practical Preparations of Sufentanil from Cheap and Commercially Available 1-methyl-4-piperidone

A. G. Buyanovskaya, O. S. Shilova, Sergey K. Moiseev, Sofia M. Morozova, Valentine G. Nenajdenko, А. B. Koldobskii
article en

Abstract

Novel simple approach was elaborated for the preparation of fentanyl and sufentanil starting from commercially available, cheap 1-methyl-4-piperidone. Compared to existing syntheses new route is shorter, easily scalable, and does not require the use of expensive palladium catalysts, highpressure equipment, and chromatographic separations. Moreover, it allows for to avoidance of working with the unstable norsufentanil, which is prone to a facile acyl migration to the nitrogen atom of the piperidine core even at ambient temperature, resulting in contamination of the target product.

Letters in Organic ChemistryVol. 22(11)
Moscow Institute of Physics and Technology (RU), Moscow Power Engineering Institute (RU), Bauman Moscow State Technical University (RU), Lomonosov Moscow State University (RU), A. N. Nesmeyanov Institute of Organoelement Compounds (RU)
Openalex Percentile: Top 85%
Analytical Methods in Pharmaceuticals
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Simple Practical Preparations of Sufentanil from Cheap and Commercially Available 1-methyl-4-piperidone — A. G. Buyanovskaya, O. S. Shilova, et al. · Letters in Organic Chemistry (2025) | TGRS Research Map | TGRS