109398-68-7

Upstream product

• 20620-59-1 5-phenyl-n-valeric acid methyl ester 
• 5454-06-8 3-phenylpropylmalonic acid 
• 34795-56-7 2-cyano-5-phenyl-pentanoic acid ethyl ester 
• 637-59-2 1-Bromo-3-phenylpropane 
• 2270-20-4 5-Phenylpentanoic acid 
• 10521-91-2 5-phenylpentan-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 144688-81-3 α-benzyl-N-tert-butoxycarbonylpyrrolidine 
• 154874-89-2 tert-butyl 2-phenylipiperidine-1-carboxylate 
• 118647-85-1 1-(5-azidopentyl)benzene 
• 1030-68-8 2-Cyan-7-phenyl-heptansaeure-aethylester 
• 538-68-1 pentylbenzene 
• 1745-16-0 (E)-3-pentenylbenzene 
• 16487-65-3 (Z)-1-phenyl-3-pentene 
• 1075-74-7 5-phenylpent-1-ene 
• 35008-87-8 oct-7-en-1-ylbenzene 
• 1618681-22-3 1,7-diphenyl-1-heptyne 
• 1353585-71-3 1-(1H-imidazol-1-yl)-5-phenylpentane hydrochloride 

Relevant academic research and scientific papers

Visible-Light Controlled Divergent Catalysis Using a Bench-Stable Cobalt(I) Hydride Complex

While the use of visible light in conjunction with transition metal catalysis offers powerful opportunities to switch between on/-off states of catalytic activity, the next frontier would be the ability to switch the actual function of the catalyst and resulting products. Here we report such an example of multi-dimensional catalysis. Featuring an easily prepared, bench-stable cobalt(I) hydride complex in conjunction with pinacolborane, we can switch the reaction outcome between two widely employed transformations, olefin migration and hydroboration, with visible light as the trigger.

N-Heterocyclic Carbene Iron(III) Porphyrin-Catalyzed Intramolecular C(sp3)–H Amination of Alkyl Azides

Metal-catalyzed intramolecular C?H amination of alkyl azides constitutes an appealing approach to alicyclic amines; challenges remain in broadening substrate scope, enhancing regioselectivity, and applying the method to natural product synthesis. Herein we report an iron(III) porphyrin bearing axial N-heterocyclic carbene ligands which catalyzes the intramolecular C(sp3)–H amination of a wide variety of alkyl azides under microwave-assisted and thermal conditions, resulting in selective amination of tertiary, benzylic, allylic, secondary, and primary C?H bonds with up to 95 % yield. 14 out of 17 substrates were cyclized selectively at C4 to give pyrrolidines. The regioselectivity at C4 or C5 could be tuned by modifying the reactivity of the C5–H bond. Mechanistic studies revealed a concerted or a fast re-bound mechanism for the amination reaction. The reaction has been applied to the syntheses of tropane, nicotine, cis-octahydroindole, and leelamine derivatives.

Cu-catalyzed arylcarbocyclization of alkynes with diaryliodonium salts through C-c bond formation on inert C(sp3)-H bond

Copper-catalyzed arylcarbocyclization reaction of alkynes was realized with diaryliodonium salts through C-C bond formation on an inert C(sp3)-H bond. This method provides an efficient cyclization of alkyl alkynes to generate carbocycles with good step-economy. Theoretical study revealed an interesting Cu-catalyzed concerted pathway of the C-C bond formation.

A one-pot method for the efficient conversion of aryl- and acyl-substituted methyl alcohols into chlorides

A one-pot and efficient conversion of aryl- and acyl-substituted methyl alcohols into the corresponding chlorides is described, which involved tosylation with tosyl chloride and triethylamine in the presence of a catalytic amount of 4-(dimethylamino)pyridine (DMAP) in CH2Cl2, followed by methanol-facilitated replacement of the tosylates with chloride. This mild method is readily amenable to large-scale synthesis.

Benzazine derivatives as phosphodiesterase 4 inhibitors

Compounds of formula I: wherein A is a heterocycle containing a nitrogen atom and optionally saturated or unsaturated and optionally further substituted by an oxo group (═O); R is: hydrogen, cyano, (C1-4)alkoxycarbonyl, carbamoyl; optionally substituted (C4-7)-cycloalkyl, aryl or heterocycle; (C1-8)alkyl, (C2-8)alkenyl or (C2-8)alkynyl optionally branched and/or substituted by (C4-7) cycloalkyl, aryl or heterocycle; aryloxy, heterocyclyloxy, aryl(C1-4)alkoxy, heterocyclyl(C1-4)alkoxy, amino substituted by one or two (C1-4)alkyl group(s), aryl-amino, heterocyclyl-amino, aryl(C1-4)alkyl-amino, or heterocyclyl(C1-4)alkylamino; Y is methylene or ethylene; W is an optionally substituted aryl or heterocycle; R1is hydrogen, (C4-7)cycloalkyl or a (C2-8)alkyl, (C2-8)alkenyl or (C2-8)alkynyl group optionally substituted by hydroxy, oxo, (C4-7)cycloalkyl, aryl or heterocycle, and optionally interrupted by one or more heteroatom(s) or heterogroup(s); R2is a (C1-6)alkyl or polyfluoro(C1-6)alkyl group; the N→O derivatives of the compounds of formula I and the pharmaceutically acceptable salts thereof. The compounds of formula (I) are PDE 4 inhibitors and may be used in compositions and methods involving PDE 4 inhibition.

Potentiation of cADPR-induced Ca2+-release by methylxanthine analogues

Caffeine and other methylxanthines are known to induce Ca2+-release from intracellular stores via the ryanodine receptor. In the present work, a range of caffeine analogues, in which methyl groups at the 1 and 7 positions were replaced with alkyl chains containing different functional groups (oxo, hydroxyl, propargyl, ester, and acids), were synthesized. These compounds were then screened for their ability to potentiate Ca2+-release induced by cADPR (an endogenous modulator of ryanodine receptors) in sea urchin egg homogenates. Two of the synthesized methylxanthines, 1,3-dimethyl-7-(7- hydroxyoctyl)xanthine (37) and 3-methyl-7-(7-oxooctyl)-1-propargylxanthine (66), were shown to be more potent than caffeine in potentiating cADPR- induced Ca2+-release, while 1,3-dimethyl-7-(5-ethylcarboxypentyl)xanthine (14) was shown to be more efficacious. The development of new methylxanthine analogues may lead to a better understanding of ryanodine receptor function and could possibly provide novel therapeutic agents.

THA analogs useful as cholinesterase inhibitors

The present invention provides cholinesterase inhibitors of general formula (I): STR1 wherein R is H or (C 1 -C 4)alkyl, Y is a linking group and Z is an alkyl or aryl group, including heteroaryl groups, and the pharmaceutically acceptable salts thereof.

Synthesis of alkylene linked bis-THA and alkylene linked benzyl-THA as highly potent and selective inhibitors and molecular probes of acetylcholinesterase

An efficient and economical synthesis of a series of rationally designed novel 9,9′-(alkane-1,-ω-diyldiimino)-1,2,3,4-tetrahydroacridines (ω = 7-10) and a second series of new analogues, 9-(ω-phenylalkylamino)-1,2,3,4-tetrahydroacridines (ω = 4-10), is re