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24228-40-8

24228-40-8 Structure

24228-40-8 Structure
IdentificationMore
[Name]

Ethyl 1-benzylpiperidine-4-carboxylate
[CAS]

24228-40-8
[Synonyms]

1-BENZYLPIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER
AKOS 225-01
BUTTPARK 33\04-91
ETHYL 1-BENZYL-4-PIPERIDINECARBOXYLATE
ETHYL 1-BENZYLPIPERIDINE-4-CARBOXYLATE
RARECHEM AH CK 0037
Benzylpiperidinecarboxylicacidethylester
N-Benzyl-4-cabethoxypiperidine
1-(Phenylmethyl)-4-piperidinecarboxylic Acid Ethyl Ester
1-(Phenylmethyl)piperidine-4-carboxylic Acid Ethyl Ester
Ethyl 1-Benzylisonipecotate
Ethyl 1-Benzylpiperidine-4-carboxylat
N-Benzyl-4-carboethoxypiperidine
1-Benzyl-4-piperidinecarboxyli
N-Benzyl-4-piperidinecarboxylicacidethylester
Methyl(ethyl) 1-benzyl-Piperidine-4-carboxylate
1-BENZYL-PIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER >98%
[EINECS(EC#)]

246-094-9
[Molecular Formula]

C15H21NO2
[MDL Number]

MFCD00040748
[Molecular Weight]

247.33
[MOL File]

24228-40-8.mol
Chemical PropertiesBack Directory
[Appearance]

Colourless Oil
[Boiling point ]

122°C (0.5 mmHg)
[density ]

1.037 g/mL at 25 °C
[refractive index ]

1.5120-1.5160
[Fp ]

>110℃
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

Chloroform (Slightly), Hexanes (Slightly), Methanol (Slightly)
[form ]

clear liquid
[pka]

7.93±0.10(Predicted)
[color ]

Colorless to Light red
[InChI]

InChI=1S/C15H21NO2/c1-2-18-15(17)14-8-10-16(11-9-14)12-13-6-4-3-5-7-13/h3-7,14H,2,8-12H2,1H3
[InChIKey]

ASQCOPJFYLJCGD-UHFFFAOYSA-N
[SMILES]

N1(CC2=CC=CC=C2)CCC(C(OCC)=O)CC1
[CAS DataBase Reference]

24228-40-8(CAS DataBase Reference)
Questions And AnswerBack Directory
[Uses]

Ethyl 1-benzyl-4-piperidinecarboxylate and its derivatives are important pharmaceutical intermediates with high biological activity. Ethyl 1-benzyl-4-piperidinecarboxylate can be used to synthesize anti-inflammatory drug trypsin inhibitors, antagonizing inflammatory mediators at the receptor level. It can also be used to synthesize antitumor drugs such as matrix metalloproteinase inhibitors and farnesyltransferase inhibitors. In summary, ethyl 1-benzyl-4-piperidinecarboxylate and its derivatives possess excellent biological activity and can be used not only to synthesize GABA uptake inhibitors and antitumor drugs, but also to synthesize growth hormone secretagogues, anti-inflammatory and analgesic drugs, cardiovascular drugs, nootropic drugs, antiviral drugs, and bone disease drugs.
[Synthesis]

Ethyl isonipecotate (50 g, 0.31 mol) was dissolved in toluene (150 mL) in a round bottom flask, charged with potassium carbonate (60 g, 0.43 mol) and stirred for 15 min. Benzyl chloride (42 g, 0.31 mol) was charged and the reaction mass was refluxed for 4 h at 100 °C. Upon completion of the reaction as marked by TLC (hexane:ethyl acetate; 2:1), the reaction mass was cooled to room temperature and quenched with water (100 mL), stirred and the organic phase was separated. The aqueous phase was again extracted with toluene (100 mL). Combined organic phase was washed twice with saturated brine solution (50 mL). Remove toluene in vacuo to obtain Ethyl N-benzylpiperidine-4-carboxylate ( 6.97 g, 91 %) as a yellow liquid.
Ethyl 1-benzylpiperidine-4-carboxylate
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[RIDADR ]

UN 2810 6.1 / PGIII
[Hazard Note ]

Irritant
[HS Code ]

29333990
Hazard InformationBack Directory
[Chemical Properties]

Colourless Oil
[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 22, p. 6938 - 6942,5
[2] Journal of medicinal chemistry, 1980, vol. 23, # 8, p. 848 - 851
[3] Patent: WO2010/12611, 2010, A1. Location in patent: Page/Page column 28
[4] Journal of Medicinal Chemistry, 1996, vol. 39, # 3, p. 749 - 756
[5] Organic Preparations and Procedures International, 1994, vol. 26, # 3, p. 421 - 428
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl 1-benzylpiperidine-4-carboxylate(24228-40-8)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

ethyl 1-benzylpiperidine-4-carboxylate(24228-40-8)
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