2344-71-0Relevant articles and documents
The biogenic amine transporter activity of vinylogous amphetamine analogs
Decker, Ann M.,Partilla, John S.,Baumann, Michael H.,Rothman, Richard B.,Blough, Bruce E.
supporting information, p. 1657 - 1663 (2016/08/24)
A series of vinylogous amphetamine analogs was synthesized and examined for their activity at biogenic amine transporters and serotonin-2 receptor (5-HT2) subtypes. (1S,3E)-1-Methyl-4-phenyl-but-3-enylamine (S-6) is a potent dual dopamine/serotonin (DA/5-HT) releaser with no activity at 5-HT2 receptors. This unique profile of actions suggests that analog S-6 is a viable lead compound for identifying new structural classes of DA/5-HT releasers with therapeutic benefit and reduced abuse liability.
Enantio- and diastereoselective synthesis of 1,2-hydroxyboronates through Cu-Catalyzed additions of alkylboronates to aldehydes
Joannou, Matthew V.,Moyer, Brandon S.,Meek, Simon J.
supporting information, p. 6176 - 6179 (2015/06/02)
The first catalytic enantio- and diastereoselective synthesis of 1,2-hydroxyboronates is reported. Reactions are promoted by a readily available chiral monodentate phosphoramidite-copper complex in the presence of an alkyl 1,1-diboron reagent. Products contain two contiguous stereogenic centers and are obtained in up to 91% yield, >98:2 d.r., and 98:2 e.r. The reaction is tolerant of aryl and vinyl aldehydes, and the 1,2-hydroxyboronate products can be transformed into versatile derivatives. Mechanistic experiments indicate control of absolute stereochemistry of the α-boryl component.
Levonantradol: Asymmetric synthesis and structural analysis
Sheshenev, Andrey E.,Boltukhina, Ekaterina V.,Hii, King Kuok
supporting information, p. 3685 - 3687 (2013/05/09)
The first asymmetric synthesis of a synthetic cannabinoid levonantradol was accomplished, and the 3-D solution structure of its core architecture was confirmed by NMR and computational methods. The Royal Society of Chemistry 2013.