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(αR,2S)-Phenyl 2-piperidyl methanol is a chiral organic compound with the molecular formula C12H17NO. It is a derivative of phenyl and piperidine, featuring a phenyl group attached to a piperidine ring through a methanol bridge. (αR,2S)-phenyl 2-piperidyl methanol is characterized by its specific stereochemistry, with the α-carbon (alpha carbon) being in the R configuration and the 2-carbon (second carbon) in the S configuration. It is an important intermediate in the synthesis of various pharmaceuticals and agrochemicals due to its unique structure and potential for further functionalization. The compound's chirality makes it a valuable building block in the development of enantiomerically pure drugs, as it can be used to create molecules with specific biological activities.

5583-31-3

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5583-31-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5583-31-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,8 and 3 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5583-31:
(6*5)+(5*5)+(4*8)+(3*3)+(2*3)+(1*1)=103
103 % 10 = 3
So 5583-31-3 is a valid CAS Registry Number.

5583-31-3Relevant academic research and scientific papers

Concise preparation of a stable cyclic sulfamidate intermediate in the synthesis of a enantiopure chiral active diamine derivative

Rousseau, Jean-Francois,Chekroun, Isaac,Ferey, Vincent,Labrosse, Jean Robert

, p. 506 - 513 (2015/04/27)

A classical resolution was studied and developed from 2-benzoyl-pyridine in order to prepare SSR504734, a novel antipsychotic derivative. The key step of this route is the substitution of a sulfamidate derivative by a benzamide anion with complete inversi

Synthesis of a structural analogues of the cinchona alkaloids

Furukawa, Kadzushi,Katsukawa, Masahiro,Nuruzzaman, Mohammad,Kobayashi, Yuichi

, p. 159 - 166 (2008/09/17)

Five olefins, each possessing an aryl (Ar) group, an aliphatic moiety, and a protected amino group as N-Teoc (-CO2(CH2)TMS) or N3 at the aliphatic end, were converted to the corresponding epoxides with high ee. The amino g

Construction of the key amino alcohol moiety of the cinchona alkaloids

Kobayashi, Yuichi,Motoyama, Yuuya

, p. 2670 - 2672 (2008/09/16)

An N-Teoc [CO2(CH2)2TMS] protected form of the amino alcohol moiety found in the cinchona alkaloids was constructed by Curtius rearrangement followed by reaction of the isocyanate intermediate with TMS(CH2)2OH in one pot. Deprotection of the TV-Teoc protective group and subsequent piperidine ring formation were easily accomplished with CsF in DMF at 110 °C in one pot to afford model compounds of the alkaloids. Georg Thieme Verlag Stuttgart.

Derivative of n-[phenyl(piperidin-2-yl)methyl]benzamide, the preparation method thereof and application of same in therapeutics

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Page/Page column 4, (2010/02/12)

Compound of general formula (I) in which A represents either a group of formula N—R1 in which R1 represents a hydrogen atom, an alkyl group, a cycloalkyl group, a phenylalkyl group, an alkenyl group or an alkynyl group, or a group of

erythro-1-naphthyl-1-(2-piperidyl)methanol: Synthesis, resolution, NMR relative configuration, and VCD absolute configuration

Solladie-Cavallo,Marsol,Yaakoub,Azyat,Klein,Roje,Suteu,Freedman,Cao,Nafie

, p. 7308 - 7315 (2007/10/03)

The erythro isomer of 1-naphthyl-1-(2-piperidyl)methanol 4, an efficient chiral modifier for asymmetric heterogeneous hydrogenation, was obtained as the major isomer (95%) in two steps while the threo isomer can be obtained as the major isomer (67%) in th

α-Lithioamine Synthetic Equivalents: Syntheses of Diastereoisomers from the Boc Piperidines

Beak, Peter,Lee, Won Koo

, p. 2578 - 2580 (2007/10/02)

The α'-lithiations and electrophilic substitutions of selected Boc piperidines provide single or separable diastereoisomeric 2-substituted, 2,4-disubstituted, and 2,4,6-trisubstituted Boc piperidines which are readily hydrolyzed to the substituted piperidines.

ASYMMETRIC SYNTHESIS OF ARYL 2-PIPERIDYL METHANOLS FROM A CHIRAL α-AMINONITRILE PRECURSOR

Delgado, Antonio,Mauleon, David

, p. 823 - 832 (2007/10/02)

Synthesis of enantiomerically pure phenyl 2-piperidyl methanols from a convenient chiral α-aminonitrile 1 is described.Reaction with aldehydes of the anion generated from 1 leads to threo (αR, 2R) products, whereas treatment of 1 with organolithium reagen

A NEW AND DIASTEREOSELECTIVE SYNTHESIS OF THREO-ARYL-2-PIPERIDYLMETHANOL DERIVATIVES

Delgado, Antonio,Hospital, Susana,Mauleon, David,Perez, Francesc

, p. 2017 - 2026 (2007/10/02)

A diastereoselective synthesis of threo-aryl-2-piperidyl- and aryl-1,2,3,6-tetrahydro-2-pyridylmethanol derivatives is described.The stereochemestry is controlled by intramolecularly assisted NaBH4 reduction of the intermediate carbamates 3.

α-Amino Carbanions. Preparation, Metalation, and Alkylation of Enamidines. Synthesis of Piperidine and Pyrrolidine Natural Products and Homologation of Carbonyl Compounds

Meyers, A. I.,Edwards, Philip D.,Bailey, Thomas R.,Jagdmann, G. Erik

, p. 1019 - 1026 (2007/10/02)

Saturated heterocycles, as their tert-butylformamidines, may be transformed into enamidines, by metalation-selenation-elimination.These enamidines are valuable precursors to 2-substituted, 2,4-disubstituted, and 2,4,6-trisubstituted pyrrolidines, piperidines, and perhydroazepines, prepared in a regiospecific manner.The method is demonstrated by the synthsesis of selenopsin A and the red fire ant venom.The use of acyclic enamidines is displayed as a homologation reagent which converts carbonyl compounds to higher alkyl derivatives.

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