Telescoped approach to aryl hydroxymethylation in the synthesis of a key pharmaceutical intermediate


Autoria(s): Slattery, Catherine N.; Deasy, Rebecca E.; Maguire, Anita R.; Kopach, Michael E.; Singh, Utpal K.; Argentine, Mark D.; Trankle, William G.; Scherer, Roger B.; Moynihan, Humphrey A.
Data(s)

17/08/2016

17/08/2016

30/05/2013

16/08/2016

Resumo

An efficient synthetic approach leading to introduction of the hydroxymethyl group to an aryl moiety via combination of the Bouveault formylation and hydride reduction has been optimized using a rational, mechanistic-based approach. This approach enabled telescoping of the two steps into a single efficient process, readily amenable to scaleup.

Formato

application/pdf

Identificador

Slattery, C. N., Deasy, R. E., Maguire, A. R., Kopach, M. E., Singh, U. K., Argentine, M. D., Trankle, W. G., Scherer, R. B. and Moynihan, H. A. (2013) 'Telescoped approach to aryl hydroxymethylation in the synthesis of a key pharmaceutical intermediate', Journal of Organic Chemistry, 78(12), pp. 5955-5963. http://dx.doi.org/10.1021/jo400647t

78

12

5955

5963

0022-3263

http://hdl.handle.net/10468/2998

10.1021/jo400647t

Journal of Organic Chemistry

Idioma(s)

en

Publicador

American Chemical Society

Direitos

© 2013 American Chemical Society. This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in The Journal of Organic Chemistry, copyright © American Chemical Society after peer review. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/jo400647t

Palavras-Chave #Efficient process #Formylation #Hydride reduction #Hydroxymethylation #Pharmaceutical intermediates #Scale-up #Synthetic approach #Hydroxymethyl groups
Tipo

Article (peer-reviewed)