Skip to main content
Log in

Kilogram-Scale Pilot Synthesis of Fingolimod

  • DRUG SYNTHESIS METHODS AND MANUFACTURING TECHNOLOGY
  • Published:
Pharmaceutical Chemistry Journal Aims and scope

A kilogram-scale synthesis of fingolimod drug substance was developed using a 30-L pilot setup. The target product was obtained by a four-step procedure in 99.8% purity and 47% overall yield.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1.
Scheme 2.

Similar content being viewed by others

References

  1. M. Sanford, Drugs, 74(12), 1411 – 1433 (2014).

    Article  CAS  PubMed  Google Scholar 

  2. J. Antel, Clin. Exp. Neuroimmunol., 5(1), 49 – 54 (2014).

    Article  CAS  Google Scholar 

  3. S. J. Jackson, G. Giovannoni, and D. Baker, J. Neuroinflammation, 76(8), 1 – 12 (2011).

    Google Scholar 

  4. C. Gasperini and S. Ruggieri, Drug. Des., Dev. Ther., 6, 175 – 186 (2012).

    Article  Google Scholar 

  5. M. K. Gurjar, N. K. Tripathy, et al., Pat. WO2015107548, Publ. Jul. 23, 2015; Chem. Abstr., 163, 257616 (2015).

    Google Scholar 

  6. M. K. Gurjar, N. K. Tripathy, et al., Pat. WO2015092809, Publ. Jun. 25, 2015; Chem. Abstr., 163, 81038 (2015).

    Google Scholar 

  7. K. K. Kumar, C. Aswathanarayanappa, et al., Pat. WO2014136047, Publ. Sept. 12, 2014; Chem. Abstr., 161, 459796 (2014).

    Google Scholar 

  8. D. P. Konakanchi, S. R. Pula, et al., Pat. WO2014111949, Publ. Jul. 24, 2014; Chem. Abstr., 161, 246191 (2014).

    Google Scholar 

  9. B. Kandagatla, V. V. Raju, N. S. Kumar, et al., RSC Adv., 25(3), 9687 – 9689 (2013).

    Article  Google Scholar 

  10. R. S. Shaikh, S. S. Schilson, S. Wagner, et al., J. Med. Chem., 58(8), 3471 – 3484 (2015).

    Article  CAS  PubMed  Google Scholar 

  11. S. Kim, H. Lee, M. Lee, et al., Synthesis, 2006(5), 753 – 755 (2006).

  12. M. Kluchi, K. Adachi, T. Kohara, et al., J. Med. Chem., 43(15), 2946 – 2961 (2000).

    Article  Google Scholar 

  13. S. Sugiyama, S. Arai, M. Kiriyama, et al., Chem. Pharm. Bull., 53(1), 100 – 102 (2005).

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 51, No. 6, pp. 38 – 41, June, 2017.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Balaev, A.N., Busel, A.A. & Fedorov, V.E. Kilogram-Scale Pilot Synthesis of Fingolimod. Pharm Chem J 51, 476–479 (2017). https://doi.org/10.1007/s11094-017-1636-x

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11094-017-1636-x

Keywords

Navigation