Research Repository

The yeast mediated synthesis of the l-ephedrine precursor, l-phenylacetylcarbinol, in an organic solvent

Kostraby, Margaret Mary (1999) The yeast mediated synthesis of the l-ephedrine precursor, l-phenylacetylcarbinol, in an organic solvent. PhD thesis thesis, Victoria University of Technology.

[img] Text
Kostraby_1999compressed.pdf

Download (3MB)

Abstract

l-Ephedrine and d-pseudoephedrine are important pharmaceutical products commonly found in anti-asthmatic formulations, nasal decongestant mixtures and sinus preparations. d-Pseudoephedrine is the active ingredient in "Sudafed". l-Ephedrine is currently synthesised in a three step process. The first step utilises fermenting yeast in water to catalyse the acyloin condensation of benzaldehyde and acetaldehyde to form the l-ephedrine precursor, l-phenylacetylcarbinol (l-PAC). The second step involves the reaction of l-PAC with methylamine to form the corresponding N-methyl imine; the final step employs a metal catalyst to facilitate the reduction of the imine with hydrogen. This study is focused on the first step of the synthesis, which suffers from the drawback that two by-products, benzyl alcohol and l-phenylpropan-l,2-diol are always formed. The study aims to improve the efficiency of the l-PAC formation by performing the reaction with dried yeast in an organic solvent.

Item Type: Thesis (PhD thesis)
Uncontrolled Keywords: Yeast, Catalysts, Organic solvents, Ephedrine, pseudoephedrine
Subjects: FOR Classification > 1115 Pharmacology and Pharmaceutical Sciences
FOR Classification > 0304 Medicinal and Bimolecular Chemistry
Faculty/School/Research Centre/Department > School of Biomedical and Health Sciences
Depositing User: VU Library
Date Deposited: 30 Jul 2010 02:02
Last Modified: 23 May 2013 16:43
URI: http://vuir.vu.edu.au/id/eprint/15623
ePrint Statistics: View download statistics for this item

Repository staff only

View Item View Item

Search Google Scholar