41276-30-6

Basic information

• Product Name: 1-Benzyl-3-ethoxycarbonyl-4-piperidone
• Synonyms: 1-Benzyl-3-carbethoxy-4-piperidone;ethyl 1-benzyl-4-oxopiperidine-3-carboxylate;Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate(HCl ForM);1-(benzyl)-4-keto-nipecotic acid ethyl ester;4-oxo-1-(phenylmethyl)-3-piperidinecarboxylic acid ethyl ester;ethyl 4-oxo-1-(phenylmethyl)piperidine-3-carboxylate;N-BENZYL-3-CARBOETHOXY-4-PIPERIDONE;LABOTEST-BB LT00440756
• CAS NO: 41276-30-6
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.32
• Product Categories: pharmacetical
• Mol File: 41276-30-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 379.714 °C at 760 mmHg
• Flash Point: 183.445 °C
• Appearance: /
• Density: 1.154 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 10.77±0.20(Predicted)
• CAS DataBase Reference: 1-Benzyl-3-ethoxycarbonyl-4-piperidone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-3-ethoxycarbonyl-4-piperidone(41276-30-6)
• EPA Substance Registry System: 1-Benzyl-3-ethoxycarbonyl-4-piperidone(41276-30-6)

Safety Data

• Hazardous Substances Data: 41276-30-6(Hazardous Substances Data)

Usage

Synthesis

To a suspension of NaH (5.38 g, 0.13 mol) in benzene, a solution of Michael adduct 131 (25 g, 0.09 mol) in PhH was added drop-wise and refluxed for 3 hours. The reaction mixture was allowed to cool and quenched with saturated NH4Cl solution, extracted with ethyl acetate, washed with water, brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. Column chromatographic separation over silica gel (EtOAc- pet ether) afforded ketoester, as a pale yellow oil (18.15 g).

Upstream product

• 4644-61-5 ethyl 4-piperidone-3-carboxylate hydrochloride 
• 100-39-0 benzyl bromide 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 105-58-8 Diethyl carbonate 
• 67848-59-3 4-piperidone-3-carboxylic acid ethyl ester 
• 618-32-6 Benzoyl bromide 
• 100-46-9 benzylamine 
• 6938-07-4 N,N-bis(2-ethoxycarbonylethyl)benzylamine 
• 1454-53-1 ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride 

Downstream Products

• 1448-40-4 6-benzyl-2-methyl-5,6,7,8-tetrahydro-3H-pyrido<4,3-d>pyrimidin-4-one 
• 1047-48-9 6-benzyl-2-phenyl-5,6,7,8-tetrahydro-3H-pyrido<4,3-d>pyrimidin-4-one 
• 67848-59-3 4-piperidone-3-carboxylic acid ethyl ester 
• 929258-59-3 ethyl N-benzyl-3-(2-bromobenzyl)-4-oxopiperidine-3-carboxylate 
• 929258-60-6 ethyl N-benzyl-11-oxo-1,3,4,6-tetrahydro-1,5-methano-3-benzazocine-5(2H)-carboxylate 
• 929258-75-3 3-benzyl 5-ethyl 11-oxo-1,6-dihydro-1,5-methano-3-benzazocine-3,5(2H)-dicarboxylate 

Relevant articles and documents

Synthesis and Stereochemistry of Some 3-Azabicyclo[3.3.1]nonane Derivatives

Michael reactions of methyl (ethyl) 1-benzyl-4-oxopiperidine-3- carboxylates with a number of α,β-unsaturated carbonyl compounds result in formation of 6- and 6,8-substituted methyl (ethyl) 3-benzyl-9-oxo-3-azabicyclo[3.3.1]nonane-1-carboxylates. Stereochemical aspects of these reactions were studied, and some further transformations of the products were performed.

AZA-DIHYDRO-ACRIDONE DERIVATIVES

Aza-dihydro-acridone derivatives of formula I, wherein the meaning of R1, R'1, R2 and R3 is that specified in the description, to be used as T cells proliferation inhibitors.

New P2X3 receptor antagonists. Part 2: Identification and SAR of quinazolinones

Numerous potent P2X3 antagonists have been discovered and the therapeutic potential of P2X3 antagonism already comprises proof-of-concept data obtained in clinical trials with the most advanced compound. We have lately reported the discovery and optimization of thia-triaza-tricycle compounds with potent P2X3 antagonistic properties. This Letter describes the SAR of a back-up series containing a 4-oxo-quinazoline central ring. The discovery of the highly potent compounds 51 is presented.