AL-1095, is a centrally acting

stimulant Stimulants (also often referred to as psychostimulants or colloquially as uppers) is an overarching term that covers many drugs including those that increase activity of the central nervous system and the body, drugs that are pleasurable and inv ...

drug with comparable effects to

amphetamine Amphetamine (contracted from alpha- methylphenethylamine) is a strong central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, and obesity. It is also commonly used ...

, developed by Bristol in the 1970s.

Synthesis

The first-step is a mixed-aldol condensation between 3-quinuclidinone 731-38-2(1) and

benzaldehyde Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is the simplest aromatic aldehyde and one of the most industrially useful. It is a colorless liquid with a characteristic almond-like odor. ...

(2) gives 2-benzylidene-3-oxoquinuclidine 4123-89-5(3). The conjugate addition of the Grignard reagent formed from 4- bromochlorobenzene 06-39-8(4) to the enone gives the benzhydryl (5).

MPV reduction MPV or mpv may refer to: Vehicles Road * Multi-purpose vehicle, a car class ("minivan" in North America) ** Compact MPV, a medium-sized MPV ** Mini MPV, a small MPV *Mazda MPV, a minivan model Maritime * Multi-purpose vessel, a ship built to carry ...

of the carbonyl gives the syn stereoisomers, whereas borohydride gave trans. Both diastereoisomers are active but in only one of the enantiomers.

References

Stimulants 2-Benzylpiperidines Quinuclidines Chloroarenes Secondary alcohols {{nervous-system-drug-stub

Synthesis

See also

References