29976-54-3

Basic information

• Product Name: methyl 4-oxopiperidine-1-carboxylate
• Synonyms: methyl 4-oxopiperidine-1-carboxylate;4-Oxopiperidine-N-carboxylic acid methyl ester;4-Oxo-1-piperidinecarboxylic acid methyl ester;4-Oxopiperidine-1-carboxylic acid methyl ester
• CAS NO: 29976-54-3
• Molecular Formula: C₇H₁₁NO₃
• Molecular Weight: 157.16714
• EINECS: 249-985-0
• Mol File: 29976-54-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 257.6°Cat760mmHg
• Flash Point: 109.6°C
• Appearance: /
• Density: 1.194g/cm³
• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.484
• Storage Temp.: 2-8°C
• PKA: -1.65±0.20(Predicted)
• CAS DataBase Reference: methyl 4-oxopiperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-oxopiperidine-1-carboxylate(29976-54-3)
• EPA Substance Registry System: methyl 4-oxopiperidine-1-carboxylate(29976-54-3)

Safety Data

• Hazardous Substances Data: 29976-54-3(Hazardous Substances Data)

Usage

General Description

Methyl 4-oxopiperidine-1-carboxylate is a chemical compound that belongs to the class of piperidine carboxylates. It is a white solid with a molecular formula of C7H11NO3 and a molecular weight of 157.17 g/mol. methyl 4-oxopiperidine-1-carboxylate is widely used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also employed as a reagent in organic synthesis and as a building block for the preparation of various chemical compounds. Methyl 4-oxopiperidine-1-carboxylate is considered to be a valuable and versatile chemical compound with a wide range of applications in the field of organic chemistry.

InChI:InChI=1/C7H11NO3/c1-11-7(10)8-4-2-6(9)3-5-8/h2-5H2,1H3

Upstream product

• 41979-39-9 4-piperidone hydrochloride 
• 79-22-1 methyl chloroformate 
• 41661-47-6 piperidin-4-one 

Downstream Products

• 76508-54-8 1-methoxycarbonyl-4-cyano-4-aminopiperidine 
• 491875-50-4 4-[bis-(3-chloro-4-methoxy-5-methoxycarbonyl-phenyl)-methylene]-piperidine-1-carboxylic acid methyl ester 
• 491875-47-9 4-[bis-(4-methoxy-3-methoxycarbonyl-5-methyl-phenyl)-methylene]-piperidine-1-carboxylic acid methyl ester 
• 76508-55-9 4-aminopiperidine-4-carboxylic acid hydrobromide 
• 335459-95-5 C₇H₁₁NO₄ 
• 1078691-79-8 methyl 2-amino-3-(3,4,5-trimethoxybenzoyl)-4,7-dihydrothieno[2,3-c]pyridine-6(5H)-carboxylate 
• 1228557-61-6 (3E,5E)-methyl 3,5-bis(3-nitrobenzylidene)-4-oxopiperidine-1-carboxylate 
• 75250-52-1 4-hydroxy-piperidine-1-carboxylic acid methyl ester 

Relevant articles and documents

Total Synthesis Provides Strong Evidence: Xestocyclamine A is the Enantiomer of Ingenamine

Xestocyclamine A ((-)-1) is featured prominently in a biosynthesis pathway leading to a large family of polycyclic alkaloids. The first total synthesis now proves that the structure of this compound had originally been misassigned. The route to (-)-1 is based on a double Michael addition for the formation of the bridged diazadecalin core and a palladium-catalyzed decarboxylative allylation to install the quaternary bridgehead center. Ring-closing alkyne metathesis allowed a 13-membered cycloalkyne to be forged, which was selectively reduced during an involved sequence of hydroboration/selective protodeborylation/alkyl-Suzuki coupling used to close the 11-membered ring. Crystallographic data prove the identity of synthetic (-)-1 with nominal xestocyclamine, but the spectra differ from those of the authentic alkaloid. To clarify the point, the synthesis was redirected toward ingenamine (3), which is supposedly a positional isomer of 1. The recorded data confirm the assignment of this particular natural product and strongly suggest that xestocyclamine A is in fact the enantiomer of ingenamine (+)-3.

ANTI-BACTERIAL COMPOUNDS

A compound of Formula (II): for use in the prevention or treatment of a bacterial infection.

Synthesis of substituted diarylmethylenepiperidines (DAMPs), a novel class of anti-HIV agents.

Substituted diarylmethylenepiperidines (DAMPs) were synthesized as conformationally restricted analogues of the alkenyldiarylmethane (ADAM) class of non-nucleoside reverse transcriptase inhibitors (NNRTIs). Although, like the ADAMs, the DAMPs were found to inhibit the cytopathic effect of HIV-1(RF) in CEM-SS cells, they were completely inactive as inhibitors of HIV-1 reverse transcriptase. The DAMPs were assessed for inhibition of HIV attachment and fusion. DAMP was active in both assays with IC(50) values of 26.5 microM (TI 3.8) and 12.1 microM (TI: >8), respectively. DAMP also inhibited HIV fusion with an IC(50 )12.8 microM (TI: >6), but not virus attachment. However, attempts to verify inhibition of virus attachment and fusion as antiviral targets using time-of-addition experiments failed to confirm these observations, and instead identified an antiviral target occurring after completion of reverse transcription. DAMPs, and were found to inhibit virus replication if added 8 h post virus exposure, and DAMP was equipotent at inhibition of virus replication if added 24 h after virus addition. DAMPs, and did not inhibit virus replication in TNF-alpha induced latently infected U1 cells, a model for post-integrative antiviral targets. When tested in both 3' end-processing and strand-transfer assays in the presence of HIV-1 integrase, none of the DAMPs showed any inhibitory activity, indicating that HIV-1 integrase is not involved in the mechanism of the antiviral action. Thus, the DAMPs are novel conformationally restricted analogues of the previously published ADAM series with an unidentified antiviral target bounded by the completion of reverse transcription and virus integration.