156779-10-1

Basic information

• Product Name: Methyl 1-Benzyl-2-oxo-1,2,3,4-tetrahydropyridine-5-carboxylate
• Synonyms: Methyl 1-Benzyl-2-oxo-1,2,3,4-tetrahydropyridine-5-carboxylate;Methyl 1-benzyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylate
• CAS NO: 156779-10-1
• Molecular Formula: C₁₄H₁₅NO₃
• Molecular Weight: 245.2738
• Mol File: 156779-10-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 1-Benzyl-2-oxo-1,2,3,4-tetrahydropyridine-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 1-Benzyl-2-oxo-1,2,3,4-tetrahydropyridine-5-carboxylate(156779-10-1)
• EPA Substance Registry System: Methyl 1-Benzyl-2-oxo-1,2,3,4-tetrahydropyridine-5-carboxylate(156779-10-1)

Safety Data

• Hazardous Substances Data: 156779-10-1(Hazardous Substances Data)

Usage

General Description

Methyl 1-Benzyl-2-oxo-1,2,3,4-tetrahydropyridine-5-carboxylate is a chemical compound with the molecular formula C15H17NO3. It is a member of the class of compounds known as esters, which are organic compounds formed by replacing the hydrogen of an acid by an alkyl or other organic group. This particular compound is a derivative of tetrahydropyridine, which is a heterocyclic organic compound that is structurally related to piperidine. Methyl 1-Benzyl-2-oxo-1,2,3,4-tetrahydropyridine-5-carboxylate is commonly used in organic synthesis and research as a building block for the creation of other chemical compounds. Its properties and potential uses make it a valuable tool in drug discovery and the development of new pharmaceuticals.

Upstream product

• 922-67-8 propynoic acid methyl ester 
• 814-68-6 acryloyl chloride 
• 100-46-9 benzylamine 
• 14376-92-2 (E/Z)-methyl 3-(benzylamino)acrylate 

Downstream Products

• 1427319-48-9 3-(((tert-butoxycarbonyl)amino)methyl)cyclobutanecarboxylic acid 
• 1352925-67-7 3-benzyl-3-azabicyclo[3.1.1]heptane 
• 156779-19-0 1-Benzyl-6-thioxo-piperidine-3-carboxylic acid methyl ester 
• 32749-55-6 1-benzyl-6-oxopiperidine-3-carboxylic acid 
• 50585-91-6 1-benzylpiperidine-3-carboxylic acid methyl ester 
• 487002-97-1 5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-oxo-1-piperidinecarboxylic acid 1,1-dimethylethyl ester 
• 487002-99-3 5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5,6-dihydro-2-oxo-1(2H)-pyridinecarboxylic acid 1,1-dimethylethyl ester 

Relevant articles and documents

ARYL, HETEROARY, AND HETEROCYCLIC PHARMACEUTICAL COMPOUNDS FOR TREATMENT OF MEDICAL DISORDERS

Complement Factor D inhibitors, pharmaceutical compositions, and uses thereof, as well as processes for their manufacture are provided. The compounds provided include Formula I, Formula II, Formula III, Formula IV, and Formula V, or a pharmaceutically acceptable salt, prodrug, isotopic analog, N-oxide, or isolated isomer thereof, optionally in a pharmaceutically acceptable composition. The inhibitors described herein target Factor D and inhibit or regulate the complement cascade.

Synthesis of a conformationally constrained δ-amino acid building block

Conformationally restricted amino acids are important components in peptidomimetics and drug design. Herein, we describe the synthesis of a novel, non-proteinogenic constrained delta amino acid containing a cyclobutane ring, cis-3(aminomethyl)cyclobutane

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.