85278-39-3

Upstream product

• 72527-84-5 2-(3'-methoxy)phenyl-1-bromopropene 
• 61364-70-3 1-(3-bromoprop-1-en-2-yl)-3-methoxybenzene 
• 1074-82-4 potassium phtalimide 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 667433-79-6 1-phthalimido-2-(3-methoxyphenyl)-2-ethanone 
• 84379-72-6 1,3-dioxoisoindolin-2-yl 3,3-dimethylbutanoate 
• 524-38-9 N-hydroxyphthalimide 
• 136918-14-4 phthalimide 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 25108-57-0 3-(1-methylethenyl)anisole 

Downstream Products

• 106191-59-7 β-methylene-β-(3-methoxyphenyl)ethanamine 
• 1286255-70-6 (R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole 
• 1286255-65-9 4-bromo-N-[2-(3-methoxyphenyl)allyl]benzamide 
• 85278-40-6 2-(3'-hydroxy)phenyl-3-phthalimidopropene 

Relevant academic research and scientific papers

Visible-light-promoted radical alkylation/cyclization of allylic amide with N-hydroxyphthalimide ester: Synthesis of oxazolines

An efficient photocatalytic alkylation/cyclization of allylic amide with N-hydroxyphthalimide ester has been developed. The transformation is taken advantage of alkyl radicals to attack allylic amide with the assist of inexpensive rose bengal as photocatalyst to prepare a series of alkyl substituted oxazolines in moderate to excellent yields. High regioselectivity, operational safety, mild conditions and excellent substrate generality give this protocol broad application prospects.

Highly Enantioselective Iridium-Catalyzed Hydrogenation of 2-Aryl Allyl Phthalimides

The iridium-catalyzed asymmetric hydrogenation of 2-aryl allyl phthalimides to afford enantioenriched β-aryl-β-methyl amines is presented. Recently developed Ir-MaxPHOX catalysts are used for this enantioselective transformation. The mild reaction conditions and the feasible removal of the phthalimido group makes this catalytic method easily scalable and of great interest to afford chiral amines. The importance of this new methodology is exemplified by the formal synthesis of (R)-Lorcaserin, OTS514, and enantiomerically enriched 3-methyl indolines.

A catalytic asymmetric chlorocyclization of unsaturated amides

The asymmetric chlorocyclization of unsaturated amides catalyzed by (DHQD)2PHAL yields oxazoline and dihydrooxazine derivatives (see scheme). The reaction is operationally simple and employs 1-2 mol % of the commercially available (DHQD)2PHAL (hydroquinidine 1,4-phthalazinediyl diether) catalyst. Different substitution patterns of the olefin as well as aromatic and aliphatic olefin substituents are well tolerated. DCDPH=N,N-dichloro-5,5-diphenylhydantoin. Copyright

Characterization of a series of 3-amino-2-phenylpropene derivatives as novel bovine chromaffin vesicular monoamine transporter inhibitors

A series of 3-amino-2-phenylpropene (APP) derivatives have been synthesized and characterized as novel competitive inhibitors, with Ki values in the μM range, for the bovine chromaffin granule membrane monoamine transporter(s) (bVMAT). Although, these inhibitors are structurally similar to the bVMAT substrate tyramine, none of them were measurably transported into the granule. Structure - activity studies have revealed that, while the 3′- or 4′-OH groups on the aromatic ring enhance the inhibition potency, Me or OMe groups in these positions reduce the inhibition potency. Halogen substitution on the 4′-position of the aromatic ring causes gradual increase of the inhibition potency parallel to the electron donor ability of the halogen. Substituents on the NH2 as well as on the 3-position of the alkyl chain reduce the inhibition potency. Comparative structure - activity analyses of APP derivatives with tyramine and the neurotoxin 1-methyl-4-phenylpyridinium suggest that the flexibility of the side chain and the relative orientation of the NH2 group may be critical for the efficient transport of the substrate through the bVMAT. Comparable bVMAT affinities of these inhibitors to that of DA and other pharmacologically active amines suggest that they are suitable for the structure activity and mechanistic studies of monoamine transporters and may also be useful in modeling the mechanism of action of amphetamine-related derivatives.

Allyl amine MAO inhibitors

Compounds of the formula STR1 wherein: R is phenyl, phenyl monosubstituted, disubstituted, or trisubstituted by (C1 -C8) alkyl, (C1 -C8)alkoxy, hydroxy, chlorine, bromine, iodine, fluorine, trifluoromethyl, nitr