Synthesis of dextroamphetamine sulfate and methamphetamine hydrochloride from D-phenylalanine. 1978

D B Repke, and D K Bates, and W J Ferguson

Starting from D-phenylalanine, dextroamphetamine sulfate and methamphetamine hydrochloride were synthesized. The reaction sequence proceeds through three intermediates, in which the absolute configuration of the asymmetric carbon atom is changed but the relative configuration remains the same. Either product can be obtained from a common intermediate by altering the reductive conditions employed for the removal of a carbamate protecting group.

UI MeSH Term Description Entries
D008694 Methamphetamine A central nervous system stimulant and sympathomimetic with actions and uses similar to DEXTROAMPHETAMINE. The smokable form is a drug of abuse and is referred to as crank, crystal, crystal meth, ice, and speed. Deoxyephedrine,Desoxyephedrine,Desoxyn,Madrine,Metamfetamine,Methamphetamine Hydrochloride,Methylamphetamine,N-Methylamphetamine,Hydrochloride, Methamphetamine,N Methylamphetamine
D008722 Methods A series of steps taken in order to conduct research. Techniques,Methodological Studies,Methodological Study,Procedures,Studies, Methodological,Study, Methodological,Method,Procedure,Technique
D010649 Phenylalanine An essential aromatic amino acid that is a precursor of MELANIN; DOPAMINE; noradrenalin (NOREPINEPHRINE), and THYROXINE. Endorphenyl,L-Phenylalanine,Phenylalanine, L-Isomer,L-Isomer Phenylalanine,Phenylalanine, L Isomer
D003913 Dextroamphetamine The d-form of AMPHETAMINE. It is a central nervous system stimulant and a sympathomimetic. It has also been used in the treatment of narcolepsy and of attention deficit disorders and hyperactivity in children. Dextroamphetamine has multiple mechanisms of action including blocking uptake of adrenergics and dopamine, stimulating release of monamines, and inhibiting monoamine oxidase. It is also a drug of abuse and a psychotomimetic. d-Amphetamine,Curban,Dexamfetamine,Dexamphetamine,Dexedrine,Dextro-Amphetamine Sulfate,DextroStat,Dextroamphetamine Sulfate,Oxydess,d-Amphetamine Sulfate,dextro-Amphetamine,Dextro Amphetamine Sulfate,Sulfate, Dextroamphetamine,d Amphetamine,d Amphetamine Sulfate,dextro Amphetamine

Related Publications

D B Repke, and D K Bates, and W J Ferguson
March 1966, Chemical & pharmaceutical bulletin,
D B Repke, and D K Bates, and W J Ferguson
April 1968, JAMA,
D B Repke, and D K Bates, and W J Ferguson
September 1963, Journal of medicinal chemistry,
D B Repke, and D K Bates, and W J Ferguson
July 1963, Journal of medicinal chemistry,
D B Repke, and D K Bates, and W J Ferguson
November 1972, Journal of pharmaceutical sciences,
D B Repke, and D K Bates, and W J Ferguson
April 1973, Journal of pharmaceutical sciences,
D B Repke, and D K Bates, and W J Ferguson
March 1954, Annals of internal medicine,
D B Repke, and D K Bates, and W J Ferguson
January 1990, NIDA research monograph,
D B Repke, and D K Bates, and W J Ferguson
April 2015, Angewandte Chemie (Weinheim an der Bergstrasse, Germany),
Copied contents to your clipboard!