73853-37-9

Usage

Appearance

White solid at room temperature

Molecular weight

231.33 g/mol
Contains a phenyl group and a piperidine ring
Has a hydroxyl group attached to the carbon chain

Potential use

Pharmaceutical intermediate and research chemical

Possible applications

Synthesis of pharmacologically active compounds
May have biological activity of its own
Additional research may reveal further potential uses for 1-phenyl-2-(piperidin-2-yl)ethanol.

Upstream product

• 34418-91-2 2,3,4,5-tetrahydropyridine N-oxide 
• 30800-90-9 1-phenyl-2-(piperidin-2-yl)ethan-1-one 
• 85908-96-9 2-oxopiperidine-1-carboxylic acid tert-butyl ester 
• 70546-85-9 2-phenyl-3,3a,4,5,6,7-hexahydro-2H-isoxazolo<2,3-a>pyridine 
• 95770-80-2 3-phenylhexahydro-1H,3H-pyrido[1,2-c][1,3]oxazin-1-one 
• 100-42-5 styrene 
• 91951-58-5 tert-butyl (tetrahydro-2H-pyran-2-yl)carbamate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 110-89-4 piperidine 
• 109-06-8 α-picoline 
• 76469-99-3 1-(carbomethoxy)-2-phenacylpiperidine 
• 138371-96-7 tert-butyl 2-(2-oxo-2-phenylethyl)piperidine-1-carboxylate 
• 119910-09-7 N-tert-butoxycarbonyl-2-ethoxypiperidine 
• 13735-81-4 1-styrenyloxytrimethylsilane 

Downstream Products

• 495-47-6 1-phenyl-2-[(2S)-piperidin-2-yl]-(1R)-ethan-1-ol 
• 112653-26-6 (1S)-1-Phenyl-2<(2R)-2-piperidyl>ethanol 
• 127983-45-3 6-(2'-hydroxy-2'-phenylethyl)-2,3,4,5-tetrahydropyridine 
• 111612-22-7 (1R)-1-Phenyl-2<(2R)-2-piperidyl>ethanol 
• 1415-36-7 (-)-norsedamine 
• 497-88-1 sedamine 
• 111528-22-4 (1R,3R)-1-(4-Nitro-phenyl)-3-phenyl-hexahydro-pyrido[1,2-c][1,3]oxazine 
• 138371-97-8 (1RS,2SR) N-tert-butoxycarbonyl-2-(β-hydroxy-β-phenylethyl)piperidine 
• 138371-97-8 (1SR,2SR) N-tert-butoxycarbonyl-2-(β-hydroxy-β-phenylethyl)piperidine 
• 70561-76-1 (±)-allosedamine 
• 497-88-1 (-)-sedamine 
• 102960-85-0 1,3-diphenyl-hexahydro-pyrido[1,2-c][1,3]oxazine 
• 95770-80-2 3-phenylhexahydro-1H,3H-pyrido[1,2-c][1,3]oxazin-1-one 
• 95294-68-1 3-phenyl-hexahydro-pyrido[1,2-c][1,3]oxazine 

Relevant academic research and scientific papers

Intermolecular [4 + 2] process of N-acyliminium ions with simple olefins for construction of functional substituted-1,3-oxazinan-2-ones

An efficient approach to functionalized 4,6-disubstituted-and 4,6,6-trisubstituted-1,3-oxazinan-2-ones skeleton has been developed through the reaction of semicyclic N,O-acetals 4a and 4b with 1,1-disubstituted ethylenes 5 or 8. As a result of such a [4 +

Decarboxylative Conjunctive Cross-coupling of Vinyl Boronic Esters using Metallaphotoredox Catalysis

The synthesis of complex alkyl boronic esters through conjunctive cross-coupling of vinyl boronic esters with carboxylic acids and aryl iodides is described. The reaction proceeds under mild metallaphotoredox conditions and involves an unprecedented decarboxylative radical addition/cross-coupling cascade of vinyl boronic esters. Excellent functional-group tolerance is displayed, and application of a range of carboxylic acids, including secondary α-amino acids, and aryl iodides provides efficient access to highly functionalized alkyl boronic esters. The decarboxylative conjunctive cross-coupling was also applied to the synthesis of sedum alkaloids.

A rapid access to (±)-sedamine and some original N -benzyl unsaturated analogues

Reduction of N-alkyl-2-(2-hydroxy-2-phenylethyl)pyridinium salts using excess of sodium triacetoxyborohydride afforded exclusively the corresponding tetrahydropyridine derivative bearing a piperidine ring with a double bond in the 3,4-position. Furthermore, under these conditions, syn-1,3-amino alcohols were obtained in good yield and diastereoselectivity. Georg Thieme Verlag Stuttgart · New York.

Studies on the Eschenmoser coupling reaction and insights on its mechanism. Application in the synthesis of Norallosedamine and other alkaloids

The conditions of the Eschenmoser coupling reaction were studied. The formation of the α-thioiminium ion was achieved faster in the presence of an additive (NaI) and dry chloroform as the preferred solvent. The developed conditions were used for the second part of the reaction (the sulfur extrusion itself). The present protocol avoids the formation of byproducts, which were previously described as a major drawback to be overcome. Electrospray ionization tandem mass spectrometry was used to characterize some aspects (intermediates) of the first step of the reaction mechanism. Some reduction conditions were properly tested and the selected conditions were applied to the synthesis of the natural alkaloid Norallosedamine and other derivatives.

Enantioselective synthesis of lobeline via nonenzymatic desymmetrization

Lobeline has been prepared in enantiopure form via desymmetrization of lobelanidine with use of BTM, a nonenzymatic enantioselective acyl transfer catalyst.

Diastereoselective, one-pot synthesis of γ-amino alcohols from ketimines

Deprotonation of ketimines with lithium diisopropyl amide, followed by reaction with aldehydes and subsequent reduction with aluminium hydrides gave γ-amino alcohols with moderate to good syn selectivity. The scope and limitations of this preparative meth

Zn-AlCl3.6H2O-THF system: A mild and convenient reducing agent for isoxazolidines to 1,3-amino alcohols

The Zn-AlCl3.6H2O-THF system reduces isoxazolidines to 1,3-amino alcohols at room temperature.

ALKALOIDS OF SOME EUROPEAN AND MACARONESIAN SEDOIDEAE AND SEMPERVIVOIDEAE (CRASSULACEAE)

Some 22 pyrrolidine and piperidine alkaloids were detected in the leafy parts of Sedum acre, S. aetnense, S. anglicum, S. brissemoreti, S. farinosum, S. fusiforme, S. lancerottense, S. melanantherum, and S. nudum.In addition to the alkaloids known from S. acre, 1-(2-pyrrolidyl)-propan-2-one and 2-monosubstituted piperidine alkaloids bearing butan-2-one, butan-2-ol, pentan-2-one and pentan-2-ol sidechains were identified.Phenylethylamine was isolated from the vegetative parts of S. album.In S. lydium, S. meyeri-johannis, and 16 species of S. series Rupestria, Aeonium, Greenovia, Jovibarba and Sempervivum no alkaloids could be detected.The results indicate a correlation between the presence of alkaloids and the major evolutionary trends in the European and Macaronesian Crassulaceae. Key Word Index: Sedum; Aeonium; Greenovia; Jovibarba; Sempervivum; Crassulaceae; pyrrolidine and piperidine alkaloids; chemotaxonomy; evolution.

Trimethylsilyl trifluoromethanesulfonate (TMSOTf) catalyzed amidoalkylation of silylenolethers. Stereocontrolled syntheses of (+/-)-sedamine and (+/-)-norsedamine

Trimethylsilyl trifluoromethanesulfonate (TMSOTf) catalyzed addition of 1-trimethylsilyloxy-1-phenylethene to N-ethoxycarbonyl- and N-tert-butoxycarbonyl-2-ethoxypiperidines (3a and 3b, respectively) afforded the corresponding ketocarbamates 4a and 4b, in excellent yields. Stereoselective conversion to (±)-norsedamine (7) and (±)-sedamine (8) is described.