50585-91-6

Basic information

• Product Name: METHYL 1-BENZYL-PIPERIDINE-3-CARBOXYLATE
• Synonyms: METHYL 1-BENZYL-PIPERIDINE-3-CARBOXYLATE;N-Benzylnipecotic acid methylester;3-Piperidinecarboxylic acid, 1-(phenylMethyl)-, Methyl ester
• CAS NO: 50585-91-6
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.30616
• Mol File: 50585-91-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 310.755 °C at 760 mmHg
• Flash Point: 108.437 °C
• Appearance: /
• Density: 1.093 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.538
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: METHYL 1-BENZYL-PIPERIDINE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 1-BENZYL-PIPERIDINE-3-CARBOXYLATE(50585-91-6)
• EPA Substance Registry System: METHYL 1-BENZYL-PIPERIDINE-3-CARBOXYLATE(50585-91-6)

Safety Data

• Hazardous Substances Data: 50585-91-6(Hazardous Substances Data)

Usage

General Description

Methyl 1-benzyl-piperidine-3-carboxylate is a chemical compound with a molecular formula C15H21NO2. It is a piperidine derivative and belongs to the class of esters. METHYL 1-BENZYL-PIPERIDINE-3-CARBOXYLATE is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used in organic and medicinal chemistry research as a building block for the preparation of various compounds. Additionally, methyl 1-benzyl-piperidine-3-carboxylate may have potential applications in the development of new drugs and could be used as a starting material for the synthesis of various biologically active molecules.

InChI:InChI=1/C14H19NO2/c1-17-14(16)13-8-5-9-15(11-13)10-12-6-3-2-4-7-12/h2-4,6-7,13H,5,8-11H2,1H3

Upstream product

• 100-46-9 benzylamine 
• 156779-11-2 1-benzyl-6-oxopiperidine-3-carboxylic acid methyl ester 
• 156779-10-1 1,4,5,6-tetrahydro-6-oxo-1-(phenylmethyl)-3-pyridinecarboxylic acid methyl ester 
• 14376-92-2 (E/Z)-methyl 3-(benzylamino)acrylate 

Downstream Products

• 1057586-03-4 1-benzyl-3-[3-(5-bromo-2,3-dimethoxyphenyl)-[1,2,4]oxadiazol-5-yl]piperidine 

Relevant articles and documents

Construction of Hydroxylated Alkaloids (+/-)-Mannonolactam, (+/-)-Deoxymannojirimycin, and (+/-)-Prosopinine through Aza-Annulation

The aza-annulation of β-enamino carbonyl substrates with acrylate derivatives provides an efficient and convenient route for the regioselective construction of δ-lactams.This two-step ring-forming sequence involved initial generation of the benzyl enamine through either a condensation or conjugate addition reaction with BnNH2, followed by aza-annulation with acryloyl chloride or acrylic anhydride.Controlled by the rigid framework of the intermediate lactam, introduction of ring substituents was accomplished with high relative stereoselectivity.The carbonyl functionality, which was necessary to direct the regioselectivity of the aza-annulation reaction, was then transformed into a protected hydroxyl substituent through Baeyer-Villiger oxidation.The resultant δ-lactam product was used as a valuable intermediate in the synthesis of three natural products.Subsequent modification of this δ-lactam gave the naturally occurring α-mannosidase inhibitors (+/-)-mannonolactam and (+/-)-deoxymannojirimycin, while synthesis of the alkaloid (+/-)-prosopinine was accomplished through homologation of the lactam carbonyl.