64214-60-4

Usage

Uses

Used in Chemical Synthesis:
N-Methoxy-N,2,2-trimethylpropanamide serves as a raw material for the synthesis of other chemicals, contributing to the production of a range of compounds across different industries.
Used as a Solvent:
In various industrial processes, N-Methoxy-N,2,2-trimethylpropanamide is utilized as a solvent due to its ability to dissolve a wide array of substances, facilitating reactions and processes that require a stable and non-reactive medium.
Used in Pharmaceutical Industry:
N-Methoxy-N,2,2-trimethylpropanamide plays a crucial role in the pharmaceutical sector as an intermediate in the production of various drugs. Its properties make it suitable for use in the synthesis of medicinal compounds, enhancing the development of new pharmaceuticals.
Used in Application Industry:
While the provided materials do not specify particular industries beyond chemical synthesis and pharmaceuticals, N-Methoxy-N,2,2-trimethylpropanamide could potentially be applied in other industries such as cosmetics, agriculture, or materials science, depending on the specific requirements and properties needed. Each application would be based on the compound's unique characteristics, such as its solubility or its role as an intermediate in chemical reactions.

Upstream product

• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 3282-30-2 pivaloyl chloride 
• 1117-97-1 N,0-dimethylhydroxylamine 
• 75-98-9 Trimethylacetic acid 
• 60-29-7 diethyl ether 
• 1062512-43-9 C₆H₁₈N₃O₃P 

Downstream Products

• 53723-94-7 4,4-dimethyl-1-(trimethylsilyl)pent-1-yn-3-one 
• 6830-83-7 N-methyl-pivalamide 
• 132289-59-9 N-Hydroxymethyl-2,2,N-trimethyl-propionamide 
• 160855-11-8 2,2-Dimethyl-6-tritylsulfanyl-hex-4-yn-3-one 
• 37471-41-3 3,3-dimethyl-1-(phenylthio)butan-2-one 
• 206278-57-1 (Z)-2,2-Dimethyl-4-phenylsulfanyl-non-4-en-3-one 
• 5891-25-8 4,4-dimethyl-1-pentyn-3-one 
• 637-69-4 4-Methoxystyrene 
• 1373368-62-7 2-(4-methoxyphenyl)-4,4-dimethylpenten-3-one 
• 1423304-35-1 6-benzyl-2-tert-butyl-5,6,7,8-tetrahydro-1,6-naphthyridine 
• 59997-51-2 trimethylacetylacetonitrile 
• 748797-54-8 N,N,3,3-tetramethyl-2-oxobutanamide 
• 71932-99-5 2,2-dimethylhex-4-yn-3-one 

Relevant academic research and scientific papers

Selective Synthesis of Z-Silyl Enol Ethers via Ni-Catalyzed Remote Functionalization of Ketones

We report a remote functionalization strategy, which allows the Z-selective synthesis of silyl enol ethers of (hetero)aromatic and aliphatic ketones via Ni-catalyzed chain walking from a distant olefin site. The positional selectivity is controlled by the directionality of the chain walk and is independent of thermodynamic preferences of the resulting silyl enol ether. Our mechanistic data indicate that a Ni(I) dimer is formed under these conditions, which serves as a catalyst resting state and, upon reaction with an alkyl bromide, is converted to [Ni(II)-H] as an active chain-walking/functionalization catalyst, ultimately generating a stabilized η3-bound Ni(II) enolate as the key selectivity-controlling intermediate.

Total Synthesis and Antitrypanosomal Activity of Janadolide and Simplified Analogues

Janadolide is a cyclic depsipeptide natural product isolated from the marine cyanobacterium Okeania sp. Herein, we describe the total synthesis of janadolide, along with eight simplified analogues, via an efficient solid-phase strategy. Crucial to the synthesis of the natural product was the construction of a key polyketide fragment via an enantioselective (-)-B-chlorodiisopinocampheylborane-mediated reduction and a B-alkyl Suzuki reaction. Janadolide and the simplified analogues exhibited antitrypanosomal activity against pathogenic Trypanosoma brucei rhodesiense and Trypanosoma cruzi parasites.

Potent Analogues of Abscisic Acid – Identifying Cyano-Cyclopropyl Moieties as Promising Replacements for the Cyclohexenone Headgroup

Synthetic analogues of plant hormone abscisic acid (ABA) bearing a yet unexplored head group motif were prepared based on a combination of agrochemical experience, in vivo hits and structure-based design. It could thus be explored how modifying key parts of ABA's cyclohexenone unit influenced receptor affinity and in vivo efficacy against drought stress in selected crops. Cyano-cyclopropyl groups proved to be suitable replacements of the cyclohexanone moiety leading to ABA analogues with strong activity in vitro and in vivo. Their efficient and versatile synthesis proceeded via Stille or Sonogashira couplings as the key steps. Combining novel cyano-cyclopropyl headgroups with previously identified substituents in the terpenoid side chain afforded the most promising effects against drought stress in crops, particularly canola and wheat.

One-pot transition-metal-free synthesis of weinreb amides directly from carboxylic acids

Weinreb amides were prepared directly from carboxylic acids, N,O-dimethylhydroxylamine, and phosphorus trichloride in one pot at 60 °C in toluene in high yields, thus avoiding the separation of the moisture and air sensitive intermediate P[NMe(OMe)]3 in advance. Sterically hindered carboxylic acids also give the corresponding Weinreb amides in excellent yields. Various functional groups are tolerated on the carboxylic acid. The method, which is a simple process and gives high yields, is suitable for large-scale production. Georg Thieme Verlag KG Stuttgart · New York.

Highly efficient and environmentally benign preparation of Weinreb amides in the biphasic system 2-MeTHF/water

A straightforward chromatography-free preparation of Weinreb amides starting from acid halides has been achieved in the biphasic medium 2-MeTHF/water. Analytically pure compounds were isolated in excellent yields simply after removal of 2-MeTHF, which abs

Modified shapiro reactions with bismesitylmagnesium as an efficient base reagent

Bismesitylmagnesium has been shown to successfully mediate the Shapiro reaction. A range of tosylhydrazones has been subjected to the developed system, which furnishes exceptionally high incorporation of the introduced electrophiles and good yields of the functionalized styrenes. At conveniently accessible temperatures and with a comparably small excess of base reagent, this protocol offers an efficient alternative to the lithium-mediated process. Importantly, 1.05 equiv of Weinreb amides are sufficient to obtain aryl enones in good yields.

Ru-catalyzed hydrogenation of 3,5-diketo amides: Simultaneous control of chemo- and enantioselectivity

By modulating the chelating priorities of the different directing groups in 3,5-diketo amides with the assistance from coordinating solvent, highly chemo- and enantioselective hydrogenation of the C3-carbonyls was achieved in the presence of [RuCl(benzene)(S)-SunPhos]Cl in THF.

Ruthenium-catalyzed reduction of N-alkoxy- and N-hydroxyamides

A ruthenium-catalyzed reduction of N-alkoxy- and N-hydroxyamides was found to afford corresponding amides in good to high yields. A simple RuCl 3/Zn-Cu/alcohol system, without the addition of any other ligands, exhibited a high catalytic activity, and therefore the present reaction does not require a stoichiometric amount of metals or metal complexes as reductants. When β-substituted-α,β-unsaturated N-methoxyamides were employed as substrates, concurrent hydrogenation of the olefin moiety proceeded slowly with deprotection of the methoxy group. In the reduction of N-hydroxyamides, the alcoholic solvent was found to function as a hydrogen donor.

A powerful reagent for synthesis of weinreb amides directly from carboxylic acids

A powerful reagent, P[NCH3(OCH3)]3 (3), for conversion of carboxylic acids directly to Weinreb amides was developed. In most cases the yields of the corresponding Weinreb amides were above 90% when P[NCH3(OCHsu