80783-98-8

Basic information

• Product Name: N-Methoxy-N-MethylcyclohexanecarboxaMide
• Synonyms: N-Methoxy-N-MethylcyclohexanecarboxaMide;N-Methyl-N-Methoxy-cyclohexanecarboxaMide;N-Methyl-N-methoxy-cyclohexanecarboxamid
• CAS NO: 80783-98-8
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.23678
• EINECS: -0
• Mol File: 80783-98-8.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 223.1±23.0 °C(Predicted)
• Appearance: /
• Density: 1.020±0.06 g/cm3(Predicted)
• CAS DataBase Reference: N-Methoxy-N-MethylcyclohexanecarboxaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methoxy-N-MethylcyclohexanecarboxaMide(80783-98-8)
• EPA Substance Registry System: N-Methoxy-N-MethylcyclohexanecarboxaMide(80783-98-8)

Safety Data

• Hazardous Substances Data: 80783-98-8(Hazardous Substances Data)

Usage

General Description

N-Methoxy-N-Methylcyclohexanecarboxamide is a chemical compound with the molecular formula C9H17NO2. It is a carbamate derivative and is commonly used as a reagent in organic synthesis. N-Methoxy-N-MethylcyclohexanecarboxaMide is often used as a protecting group for amines in peptide synthesis and as a chiral auxiliary in asymmetric synthesis. It is a white solid with a melting point of 74-76°C and is soluble in organic solvents such as methanol, ethanol, and dichloromethane. N-Methoxy-N-Methylcyclohexanecarboxamide is often used in pharmaceutical manufacturing and in the production of other organic compounds.

Upstream product

• 1117-97-1 N,0-dimethylhydroxylamine 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 1062512-43-9 C₆H₁₈N₃O₃P 
• 98-89-5 Cyclohexanecarboxylic acid 
• 2043-61-0 cyclohexanecarbaldehyde 
• 1431952-61-2 C₁₂H₂₀O₃ 
• 4630-82-4 methyl cyclohexylcarboxylate 
• 931-51-1 cyclohexylmagnesiumchloride 
• 223570-55-6 N-methoxy-N-methyl-2-pyridyl urethane 
• 2719-27-9 cyclohexanylcarbonyl chloride 

Downstream Products

• 5445-35-2 1-cyclohexyl-1-pentanone 
• 16616-46-9 1-cyclohexyl-3-phenylprop-2-yn-1-one 
• 79121-34-9 1-cyclohexyl-2-(phenylthio)ethan-1-one 
• 17773-60-3 1-cyclohexyl-2-methylbutan-1-one 
• 62102-73-2 α-deuterio-cyclohexanecarboxaldehyde 
• 3277-80-3 (4-chlorophenyl)(cyclohexyl)methanone 
• 898758-88-8 (cyclohexyl)(oxazol-2-yl)methanone 
• 94719-38-7 1-Cyclohexyl-2-phenylsulfanyl-heptan-1-one 
• 206278-56-0 (Z)-1-Cyclohexyl-2-phenylsulfanyl-hept-2-en-1-one 
• 636598-42-0 2-(2-cyclohexyl-2-oxoethyl)-benzonitrile 
• 823-76-7 Cyclohexyl methyl ketone 
• 61259-29-8 1-cyclohexyl-2-phenylethanone 
• 92039-96-8 1-cyclohexyl-2-(pyridin-2-yl)-ethan-1-one 
• 59304-49-3 1-cyclohexyl-4-penten-1-one 

Relevant articles and documents

Benzoheterocyclic Oxime Carbamates Active against Mycobacterium tuberculosis: Synthesis, Structure-Activity Relationship, Metabolism, and Biology Triaging

Screening of a library of small polar molecules against Mycobacterium tuberculosis (Mtb) led to the identification of a potent benzoheterocyclic oxime carbamate hit series. This series was subjected to medicinal chemistry progression underpinned by structure-activity relationship studies toward identifying a compound for proof-of-concept studies and defining a lead optimization strategy. Carbamate and free oxime frontrunner compounds with good stability in liver microsomes and no hERG channel inhibition liability were identified and evaluated in vivo for pharmacokinetic properties. Mtb-mediated permeation and metabolism studies revealed that the carbamates were acting as prodrugs. Toward mechanism of action elucidation, selected compounds were tested in biology triage assays to assess their activity against known promiscuous targets. Taken together, these data suggest a novel yet unknown mode of action for these antitubercular hits.

Magnesium Aldimines Prepared by Addition of Organomagnesium Halides to 2,4,6-Trichlorophenyl Isocyanide: Synthesis of 1,2-Dicarbonyl Derivatives

The selective addition of organomagnesium reagents to 2,4,6-trichlorophenyl isocyanide leading to magnesiated aldimines is reported. These aldimines react with Weinreb amides, ketones, or carbonates to provide the corresponding carbonyl derivatives after acidic cleavage. This allows for an efficient synthesis of 1,2-dicarbonyl compounds and α-hydroxy ketones.

Synthesis of Difluoromethyl Ketones from Weinreb Amides, and Tandem Addition/Cyclization of o-Alkynylaryl Weinreb Amides

[Difluoro(phenylsulfanyl)methyl]trimethylsilane (PhSCF2SiMe3) underwent a fluoride-induced nucleophilic addition to the carbonyl group of Weinreb amides to provide the corresponding difluoro(phenylsulfanyl)methyl ketones. These were