Manufacturing by-products from, and stereochemical outcomes of the biotransformation of benzaldehyde used in the synthesis of methamphetamine

Forensic Science International

Volumn 189, Issue 1-3, 2009, Pages 60-67

  Cox, Matthew ^a   Klass, Gunter ^b   Koo, Christina Wei Min ^b  

^a FORENSIC SCIENCE SA   (Australia)

^b UNIVERSITY OF SOUTH AUSTRALIA   (Australia)

Author keywords

Biotransformation; Chirality; Ephedrine; l PAC; Methamphetamine

Indexed keywords

BENZALDEHYDE; EPHEDRINE; METHAMPHETAMINE; PSEUDOEPHEDRINE;

ARTICLE; BIOTRANSFORMATION; CHEMICAL REACTION KINETICS; FERMENTATION; PRIORITY JOURNAL; STEREOCHEMISTRY; SYNTHESIS;

EID: 67349263520     PISSN: 03790738     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.forsciint.2009.04.010     Document Type: Article

References (22)

1. Barr A.M., Panenka W.J., MacEwan G.W., Thornton A.E., Lang D.J., Honer W.G., and Lecomte T. The need for speed: an update on methamphetamine addiction. J. Psychiatr. Neurosci. 31 (2006) 301-313
2. Kuwayama K., Inoue H., Phorachata J., Kongpatnitiroj K., Puthaviriyakorn V., Tsujikawa K., Miyaguchi H., Kanamori T., Iwata Y.T., Kamo N., and Kishi T. Comparison and classification of methamphetamine seized in Japan and Thailand using gas chromatography with liquid-liquid extraction and solid-phase microextraction. Forensic Sci. Int. 175 (2008) 85-92
3. N. Messina, P. Marinelli-Casey, K. West, R. Rawson, Children exposed to methamphetamine use and manufacture, Child Abuse & Neglect, 52, in press, corrected proof available online 23 March, 2007.
4. R. McKetin, J. McLaren, The methamphetamine situation in Australia: A review of routine data sources (2004).
5. Methamphetamine supply in Australia, National Drug and Alcohol Research Centre, 2006.
6. T. Drabsch, Crystal methamphetamine use in New South Wales, New South Wales Parliamentary Library, 2006.
7. National Amphetamine-Type Stimulants Strategy Consultation Paper, National Drug Research Institute, 2007.
8. Australian Illicit Drug Report 2003-04. Australian Crime Commission, 2005.
9. Barker W.D., and Antia U. A study of the use of Ephedra in the manufacture of methamphetamine. Forensic Sci. Int. 166 (2007) 102-109
10. Shin H.S., and Rogers P.L. Production of l-phenylacetylcarbinol (l-PAC) from benzaldehyde using partially purified pyruvate decarboxylase (PDC). Biotechnol. Bioeng. 49 (1996) 52-62
11. Shukla V.B., and Kulkarni P.R. l-Phenylacetylcarbinol (l-PAC): biosynthesis and industrial applications. World J. Microbiol. Biotechnol. 16 (2000) 499-506
12. Shukla V.B., Madyar V.R., Khadilkar B.M., and Kulkarni P.R. Biotransformation of benzaldehyde to l-phenylacetylcarbinol (l-PAC) by Torulaspora delbrueckii and conversion to ephedrine by microwave radiation. J. Chem. Technol. Biotechnol. 77 (2002) 137-140
13. Ohta H., Ozaki K., Konishi J., and Tsuchihashi G.-i. Reductive C2-homologation of substituted benzaldehydes by fermenting Baker's yeast. Agric. Biol. Chem. 50 (1986) 1261-1266
14. Tripathi C.M., Agarwal S.C., and Basu S.K. Production of l-phenylacetylcarbinol by fermentation. J. Ferment. Bioeng. 84 (1997) 487-492
15. Oliver A.L., Roddick F.A., and Anderson B.N. Cleaner production of phenylacetylcarbinol by yeast through productivity improvements and waste minimisation. Pure Appl. Chem. 69 (1997) 2371-2385
16. Ko B.J., Suh S., Suh Y.J., In M.K., and Kim S.-H. The impurity characteristics of methamphetamine synthesized by Emde and Nagai method. Forensic Sci. Int. 170 (2007) 142-147
17. Qi Y., Evans I.D., and McCluskey A. Australian Federal Police seizures of illicit crystalline methamphetamine ('ice') 1998-2002: impurity analysis. Forensic Sci. Int. 164 (2006) 201-210
18. Qi Y., Evans I., and McCluskey A. New impurity profiles of recent Australian imported 'ice': methamphetamine impurity profiling and the identification of (pseudo)ephedrine and Leuckart specific marker compounds. Forensic Sci. Int. 169 (2007) 173-180
19. Cox M., and Klass G. Synthesis of by-products from the Wacker oxidation of safrole in methanol using p-benzoquinone and palladium chloride. Forensic Sci. Int. 164 (2006) 138-147
20. Cox M., Klass G., Morey S., and Pigou P. Chemical markers from the peracid oxidation of isosafrole. Forensic Sci. Int. 179 (2008) 44-53
21. Vallely P. A single step process for methamphetamine manufacture using hypophosphorous acid. J. Clandestine Lab. Investig. Chem. Assoc. 5 2 (1995) 14-15
22. March J. March's Advanced Organic Chemistry: Reactions. Mechanisms and Structure (2007), John and Wiley Sons, Inc., New York