Jump to main content
Jump to site search

Issue 1, 2012
Previous Article Next Article

The use of environmental metrics to evaluate green chemistry improvements to the synthesis of (S,S)-reboxetine succinate

Author affiliations

Abstract

The Pfizer Green Chemistry metrics program is described and exemplified with a case history involving the synthesis of (S,S)-reboxetine succinate. The initial route used a classical resolution approach and generated high levels of waste. This route was replaced by an enantiospecific synthesis which used Sharpless epoxidation chemistry, an enzymatic process to selectively protect a primary alcohol and a new efficient method of chiral morpholine construction as key steps. These improvements reduced the levels of waste produced by the synthesis by more than 90%. Detailed metrics starting from a common starting material (trans-cinnamyl alcohol) for all routes of synthesis are presented.

Graphical abstract: The use of environmental metrics to evaluate green chemistry improvements to the synthesis of (S,S)-reboxetine succinate

Back to tab navigation

Publication details

The article was received on 28 Jul 2011, accepted on 16 Sep 2011 and first published on 31 Oct 2011


Article type: Paper
DOI: 10.1039/C1GC15921F
Citation: Green Chem., 2012,14, 123-129
  •   Request permissions

    The use of environmental metrics to evaluate green chemistry improvements to the synthesis of (S,S)-reboxetine succinate

    G. Assaf, G. Checksfield, D. Critcher, P. J. Dunn, S. Field, L. J. Harris, R. M. Howard, G. Scotney, A. Scott, S. Mathew, G. M. H. Walker and A. Wilder, Green Chem., 2012, 14, 123
    DOI: 10.1039/C1GC15921F

Search articles by author

Spotlight

Advertisements