A Streamlined Synthesis of Androstadiene C-17 Ester Derivatives

Authors

  • Fabrice Gallou Chemical and Analytical Development, Novartis Pharma AG, CHBS, WSJ-145.7.52, Novartis Campus, CH-4056 Basel, Switzerland
  • Manuela Seeger-Weibel
  • Daniel Lupp

DOI:

https://doi.org/10.2533/chimia.2011.877

Keywords:

Androstadiene, E-factor, Environmental impact, Process mass intensity, Reaction mass intensity, Telescope

Abstract

The development of a fully telescoped synthesis of a derivative of androstadiene C-17 esters made from epoxyparamethasone was demonstrated. This streamlining allowed for the elimination of isolation and solvent change after each synthetic step. Thus it not only drastically reduced the solvent waste, but also minimized the potential exposure to highly active intermediates thereby increasing the overall yield. The intuitively obvious advantage inherent to lowering the number of solvents was illustrated by applying standard green metrics.

Downloads

Published

2011-11-23

How to Cite

[1]
F. Gallou, M. Seeger-Weibel, D. Lupp, Chimia 2011, 65, 877, DOI: 10.2533/chimia.2011.877.

Issue

Section

Columns, Conference Reports