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

Autor: Assaf, Georges, Checksfield, Graham, Critcher, Doug, Dunn, Peter J., Field, Stuart, Harris, Laurence J., Howard, Roger M., Scotney, Gemma, Scott, Adam, Mathew, Suju, Walker, Geoffrey M. H., Wilder, Alexander
Předmět:
Zdroj: Green Chemistry; 2012, Vol. 14 Issue 1, p123-129, 7p
Abstrakt: 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. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index