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A Novel Highly Stereoselective Synthesis of Tetrahydrodibenzo-1,4-dioxanes

The cis- and trans-tetrahydrodibenzo-1,4-dioxanes 2 and 3 were synthesized from 2-bromocyclohexanone in five steps. – Key Words: Dichotomy in SN2 reactions / 1,4-Benzodioxanes, potential biological activity of

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Piperidine – Wikipedia,
Piperidine | C5H11714N – PubChem

 

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Syntheses of Thyroliberin Analogues in which the C-Terminal Amide and the tau-Position of the Histidine Side-chain are Bridged. Regiospecific tau-im-Alkylation and 2-Hydroxyphenyl Ester Cyclopeptide Synthesis Exemplified

Syntheses of the bridged thyroliberin analogues pyroglutamyl-cyclo-N(tau)-(6-aminohex-1-yl)-histidylproline (1a) and pyroglutamyl-cyclo-N(tau)-(5-aminopent-1-yl)-histidylproline (1b) are described, exemplifying a novel method of regiospecific tau-im-alkylation and also cyclopeptide synthesis via 2-hydroxyphenylesters.

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Piperidine – Wikipedia,
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Stereospecific Lewis Acid-Promoted Reactions of Styrenyl Systems with 2-Alkoxy-(6-alkyl)-1,4-benzoquinones: Scope, Limitations, and Synthetic Applications

Titanium(IV)-promoted reactions of various (E)-1-propenylbenzenes with 2-methoxy- and 2-methoxy-6-methyl-1,4-benzoquinones produce trans 2-aryl-6-methoxy-3-(and 4-di)methyl-2,3-dihydro-5-benzofuranols (10-12), rel-(1S,6R,7R,8R)-3-methoxy-8-aryl-7-(and 1-di)methylbicyclo<4.2.0>oct-3-ene-2,5-diones (2 + 2 cycloadducts, 13-15) and/or rel-(1R,5R,6R,7R)-7-aryl-3-hydroxy-6-(and 4)-methylbicyclo<3.2.1>oct-3-ene-2,8-diones (5 + 2 cycloadducts, 16/17).In many cases, each of the three products can be obtained selectively in good yield by control of reaction conditions and/or by choice of substituents on the quinone or the propenylbenzene.The dihydrobenzofurans are formed stereoselectively, whereas the formation of the bicyclo<4.2.0> systems are stereospecific processes.Thus, reactions of (Z)-1-propenylbenzenes afford rel-(1R,6S,7R,8R)-8-aryl-3-methoxy-7-methylbicyclo<4.2.0>oct-3-ene-2,5-diones (24, 25).No bicyclo<3.2.1>systems are found in reactions of the (Z)-propenylbenzenes.The products all apparently result from a thermally allowed 2? + 4? (2 + 5) cycloaddition of the propenylbenzene with a 2-methoxy-4-oxo-2,5-cyclohexadienyl carbocation intermediate (26) formed by coordination of the Ti(IV) to the C-1 carbonyl oxygen of the quinone.In the cycloaddition, the aryl ring of the propenylbenzene occupies an endo position with respect to the pentadienyl carbocation moiety of 26 and the bicyclo<3.2.1> carbocation product of the cycloaddition (28/29) either undergoes dealkylation or rearrangement to yield the observed products.Treatment of the bicylo<4.2.0> systems with protic acid effects their rearrangement to the dihydrobenzofuranols.Reactions of 2-propenylbenzenes and arylcycloalkenes with the quinones regioselectively give dihydrobenzofuranols 43-45 and 49-54, respectively; a 2 + 2 cycloadduct is found in low yield in only one case.The 7-aryl-3-hydroxy-6-methylbicyclo<3.2.1>oct-3-ene-2,8-diones are produced exclusively in reactions of 2-((4-methoxybenzyl)oxy)-1,4-benzoquinones with various propenylbenzenes.Application of these reactions to the synthesis of (+/-)-obtusafuran, (+/-)-liliflol-B, (+/-)-kadsurenone, and (+/-) denudatin are reported.

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Piperidine – Wikipedia,
Piperidine | C5H11665N – PubChem

 

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COMPOUNDS AND COMPOSITIONS FOR DELIVERING ACTIVE AGENTS

Compounds and compositions for the delivery of active agents are provided. Methods of administration and preparation are provided as well.

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Piperidine – Wikipedia,
Piperidine | C5H11761N – PubChem

 

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Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 111153-74-3, molcular formula is C12H15NO, introducing its new discovery. COA of Formula: C12H15NO

COMPOUNDS AND COMPOSITIONS FOR DELIVERING ACTIVE AGENTS

Compounds and compositions for the delivery of active agents are provided. Methods of administration and preparation are provided as well.

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Piperidine – Wikipedia,
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Self-activated supramolecular reactions: Effects of host-guest recognition on the kinetics of the Diels-Alder reaction of open-chain oligoether quinones with cyclopentadiene

Diels-Alder reactions of acyclic oligoether-substituted quinones 1b, 1c, 2b, and 2c with cyclopentadiene were accelerated by the addition of alkali and alkaline earth metal perchlorates, and scandium trifluoromethane sulfonate (kc/kf = 1.2-23 for univalent cations, 11-1160 for divalent cations, and 1700-192 000 for Sc3+, where kc and kf are the rate constants for the metal complexed and uncomplexed quinones, respectively). The shorter-armed 1a, 2a, and 3, however, exhibited no such acceleration effects. The rate accelerations can be rationalized by the FMO consequence in which the bound guest cation withdraws electron density from the quinone dienophile and lowers the LUMO energy suitable for the orbital interaction with the HOMO of cyclopentadiene. Despite the poor cation selectivity, these acyclic oligoether quinones showed larger rate accelerations than the relevant quinocrown ethers 4 (kc/kf = 1.3-3.0 for univalent cations, 5.0-160 for divalent cations, and 100-2020 for Sc3+). The effective electron withdrawal, which leads to the enhanced rate acceleration, can be caused by the direct interaction between the metal cation accommodated in the pseudo-cyclic oligoether linkage and the quinone carbonyl oxygen, as indicated by 1H NMR spectroscopy. In addition, the larger rate enhancement is rather achieved in the complex with low binding constant K, because the strong encapsulation of metal cation by the oligoether chain diminishes the crucial interaction to the quinone carbonyl oxygen. As a whole, the smaller and higher valent cations tend to bring about notable rate acceleration due to the more enhanced ion- dipole interaction with the quinone carbonyl oxygen. Spectroscopic titration (absorption and 1H NMR) and kinetic experiments indicated that only the longest di-armed 2c constructs 1:1, and then 1:2, host/guest complexes with Ca2+, Sr2+, and Ba2+. These 1:2 complexes exhibited the most effective acceleration for the respective metal cations.

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Piperidine – Wikipedia,
Piperidine | C5H11751N – PubChem

 

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Synthesis and alpha4beta2 nicotinic affinity of unichiral 5-(2-pyrrolidinyl)oxazolidinones and 2-(2-pyrrolidinyl)benzodioxanes

The RS and SR enantiomers of 2-oxazolidinone and 1,4-benzodioxane bearing a 2-pyrrolidinyl substituent at the 5- and 2-position, respectively, were synthesized as candidate nicotinoids. One of the two benzodioxane stereoisomers reasonably fits the pharmacophore elements of (S)-nicotine and binds at alpha4beta2 nicotinic acetylcholine receptor with submicromolar affinity. Interestingly, both the synthesized pyrrolidinylbenzodioxanes exhibit analogous affinity at alpha2 adrenergic receptor resembling the behaviour of some known alpha2-AR ligands recently proved to possess neuronal nicotinic affinity.

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Piperidine – Wikipedia,
Piperidine | C5H11676N – PubChem

 

Awesome and Easy Science Experiments about 1-Phenylpiperidine-4-carbaldehyde

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A Novel Cascade Benzyne Nucleophilic Addition/Fries Rearrangement for Entry into 2,3-Disubstituted Phenols

A cascade benzyne Fries rearrangement is reported that offers facile access to 2,3-disubstituted phenols, allowing for two points of diversity on the benzyne adduct. The methodology utilizes an o-(trimethylsilyl)triflate phenol as a common intermediate, from which substitution of the phenolic oxygen readily yields benzyne precursors that undergo the requisite rearrangement in the presence of an amine nucleophile, base, and a fluoride source.

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Piperidine – Wikipedia,
Piperidine | C5H11799N – PubChem

 

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beta1-Selective Adrenoceptor Antagonists. 1. Synthesis and beta-Adrenergic Blocking Activity of a Series of Binary (Aryloxy)propanolamines

A series of binary (aryloxy)propanolamines has been prepared and examined in vitro and in vivo for beta-adrenoreceptor blocking activity.These symmetrical compounds consist of two (S)-(phenyloxy)propanolamine pharmacophores coupled through alkylenedioxy or poly(oxyethylenedioxy) linking units of varying lengths.Examples of such binary compounds linked through the 2,2′, 3,3′, and 4,4′ positions in the aromatic rings of the pharmacophores have been prepared.In vitro and in vivo test data indicate that the 2,2′ compounds tend to be selective beta2-adrenergic blocking agents, the 4,4′ binaries tend to be selective beta1-blocking agents, and those compounds with 3,3′ linkages exhibit intermediate selectivities.One of the 4,4′-linked binary compounds, 4s, exhibited potent, cardioselective beta-blockade in vivo, which was of short duration and was accompanied by a prolonged tachycardia.

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Piperidine – Wikipedia,
Piperidine | C5H11783N – PubChem

 

Top Picks: new discover of 1-Phenylpiperidine-4-carbaldehyde

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Molecular properties of the WB4101 enantiomers and of its chiral methyl derivatives for alpha1-adrenoceptor recognition

The optical isomers of the well known alpha1-antagonist WB4101 and of its derivatives with a methyl group in the oxyethyl moiety were prepared for the evaluation of their alpha-adrenoceptors binding affinity. By means of a detailed computational analysis, the present work shows that the introduction of a methyl group affects the behaviour of WB4101 in different ways. A limitation of the conformational freedom in certain regions of the torsional subspace of the potential energy function, differences in the reactivity of the protonated species towards a model proton acceptor and the quality of the superposition with the rigid template for alpha1 antagonists, corynanthine, are examined and discussed in order to select a candidate bioactive form and possible features which act as modulators of the recognition process at the alpha1-adrenoceptors.

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Piperidine – Wikipedia,
Piperidine | C5H11699N – PubChem