3742-91-4

Basic information

• Product Name: benzyl piperidine-1-carboxylate
• CAS NO: 3742-91-4
• Molecular Formula: C₁₃H₁₇NO₂
• Molecular Weight: 219.2796
• Mol File: 3742-91-4.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 334.5°C at 760 mmHg
• Flash Point: 156.1°C
• Density: 1.119g/cm³
• Vapor Pressure: 0.000127mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: benzyl piperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl piperidine-1-carboxylate(3742-91-4)
• EPA Substance Registry System: benzyl piperidine-1-carboxylate(3742-91-4)

Safety Data

• Hazardous Substances Data: 3742-91-4(Hazardous Substances Data)

Usage

Description

Benzyl piperidine-1-carboxylate is a chemical compound that features a piperidine ring connected to a carboxylate group and a benzene ring. It is widely recognized for its role as a building block in the synthesis of pharmaceutical compounds and its potential therapeutic applications in treating neurological disorders. Additionally, it serves as a precursor in the production of psychoactive substances, making it a compound of significant interest to researchers and scientists in both the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Synthesis:
Benzyl piperidine-1-carboxylate is utilized as a key intermediate in the organic synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of a broad range of medications, contributing to the development of new treatments and therapies.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, benzyl piperidine-1-carboxylate is employed as a building block for the design and synthesis of new drug candidates. Its presence in these compounds can influence their pharmacological properties, making it a valuable component in the quest for novel therapeutic agents.
Used in Neurological Disorder Treatment:
Benzyl piperidine-1-carboxylate has demonstrated potential in the treatment of neurological disorders. It is used as a therapeutic agent to address specific conditions, capitalizing on its chemical properties to modulate neurological functions and alleviate symptoms.
Used as a Precursor in Psychoactive Substance Production:
benzyl piperidine-1-carboxylate also serves as a precursor in the production of psychoactive substances. Its role in this application is crucial for the synthesis of compounds that can affect mood, consciousness, and perception, which are important in various therapeutic and research contexts.

Upstream product

• 110-89-4 piperidine 
• 501-53-1 benzyl chloroformate 
• 99464-81-0 benzyl (1-chloroethyl) carbonate 
• 74058-68-7 3-benzyloxycarbonyl-1,3-thiazolidine-2-thione 
• 75819-24-8 3-benzyloxycarbonyl-2-oxazolone 
• 124-38-9 carbon dioxide 
• 100-44-7 benzyl chloride 
• 419533-86-1 benzyl 4,6-dimethoxy-1,3,5-triazinyl carbonate 
• 511244-40-9 N-benzyloxycarbonyl-5,7-dinitroindoline 
• 100-51-6 benzyl alcohol 
• 40807-61-2 4-hydroxy-4-phenylpiperidin 
• 13291-18-4 isopropenylmagnesium bromide 
• 166953-64-6 benzyl 4-bromo-1-piperidinecarboxylate 
• 591-87-7 Allyl acetate 

Downstream Products

• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 
• 92599-77-4 benzyl 2,3-diacetoxy-1-piperidinecarboxylate 
• 68471-58-9 1-(benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine 
• 66893-75-2 2-methoxypiperidine-1-carboxylic acid benzyl ester 
• 69622-67-9 benzyl 2-hydroxypiperidine-1-carboxylate 
• 95798-23-5 1-(benzyloxycarbonyl)-4-hydroxypiperidine 
• 799805-78-0 6-methoxy-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 
• 1010732-19-0 2,3,4-triacetoxy-piperidine-1-carboxylic acid benzyl ester 
• 1186400-96-3 Benzyl 4-(2-(4-methoxyphenylthio)ethylcarbamoyl)piperazine-1-carboxylate 
• 86827-08-9 benzyl 3-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate 
• 174621-92-2 benzyl 3-acetoxypiperidine-1-carboxyate 
• 885069-22-7 3-cyano-piperidine-1-carboxylic acid benzyl ester 

Relevant articles and documents

Photoredox catalysis on unactivated substrates with strongly reducing iridium photosensitizers

Photoredox catalysis has emerged as a powerful strategy in synthetic organic chemistry, but substrates that are difficult to reduce either require complex reaction conditions or are not amenable at all to photoredox transformations. In this work, we show that strong bis-cyclometalated iridium photoreductants with electron-rich β-diketiminate (NacNac) ancillary ligands enable high-yielding photoredox transformations of challenging substrates with very simple reaction conditions that require only a single sacrificial reagent. Using blue or green visible-light activation we demonstrate a variety of reactions, which include hydrodehalogenation, cyclization, intramolecular radical addition, and prenylationviaradical-mediated pathways, with optimized conditions that only require the photocatalyst and a sacrificial reductant/hydrogen atom donor. Many of these reactions involve organobromide and organochloride substrates which in the past have had limited utility in photoredox catalysis. This work paves the way for the continued expansion of the substrate scope in photoredox catalysis.

Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross Coupling

A cobalt-catalyzed method for the C(sp2)-C(sp3) Suzuki-Miyaura cross coupling of aryl boronic esters and alkyl bromides is described. Cobalt-ligand combinations were assayed with high-throughput experimentation, and cobalt(II) sources with trans-N,N′-dimethylcyclohexane-1,2-diamine (DMCyDA, L1) produced optimal yield and selectivity. The scope of this transformation encompassed steric and electronic diversity on the aryl boronate nucleophile as well as various levels of branching and synthetically valuable functionality on the electrophile. Radical trap experiments support the formation of electrophile-derived radicals during catalysis.

Orthoester in Cyclodehydration of Carbamate-Protected Amino Alcohols under Acidic Conditions

The first acid-promoted reaction system to form azaheterocycles from N -carbamate-protected amino alcohols is described. The reaction involves the activation of the hydroxyl group via the use of orthoesters. Despite the reduced nucleophilicity of carbamate nitrogen, this reaction system provides several types of pyrrolidines and piperidines in good to high yields. Using this protocol, prolinol derivatives can also be synthesized from carbamate-protected amino diols with regio- and stereoselectivity.