ABSTRACT

Why should industrial chemists consider thinking “green”? This is a

question that continues to recur in the current chemistry literature

and is almost unavoidable, given the modern concerns of scarcity

and security of resources and good environmental stewardship. A

noteworthy article answering this question from a philosophical

point of view has recently appeared.1 The joint American Chemical

Society and Green Chemistry Institute Pharmaceutical Roundtable

has recently published a wish list of what it considers as priorities

for implementing green chemistry practices in the pharmaceutical

industry.2,3 A corollary practical question that arises is, Why should

industrial chemists consider using metrics as a routine tool as

they brainstorm for ideas at the design stage of synthesizing a

target molecule? The implementation of green chemistry practices

in the industry will depend on not only innovation but also a

sound and honest metrics assessment of the processes invented.

Performance metrics are the only way that one process may be

judged against another with respect to some given set of criteria.

The aim of this chapter is to convince the industrial chemist of

this fact and, by means of an example, to showcase key reaction

and synthesis metrics, how they are calculated, and how they may

be used in synthesis plan design at any scale of production. The

targetmolecule selected is oseltamivir phosphate (Tamiflu R©), which has been extensively reviewed4-8 and its synthesis plans assessed

from a green metrics perspective.9 The present chapter updates the

extensive green metrics analysis published in 2009 to include 19

new plans published since then, bringing the total number of plans

examined for this compound to 34.