Synthesis Of N-alkyl Research Articles

Synthesis of N-alkyl- N-methyl amino acids. Scope and limitations of base-induced N-alkylation of Cbz-amino acids

The reaction of N-benzyloxycarbonyl derivatives of aliphatic amino acids with NaH/alkyl iodides gave the corresponding N-Cbz- N-alkyl derivatives in good to high yields. The scope and limitations of this simple N-alkylation reaction were investigated as a convenient and flexible attempt to prepare unsymmetrically N,N-diprotected α-amino acids. The procedure is based on the N-alkylation of N-carbamoyl amino acids, a one-pot deprotection/protection sequence without extensive purification of the products. Protection of the carboxyl function is not required while the starting materials are inexpensive and commercially available.

A New and Efficient N‐Alkylation Procedure for Semicarbazides/Semicarbazones Derivatives.

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A new and efficient N-alkylation procedure for semicarbazides/semicarbazones derivatives

An easy to perform and regioselective synthesis of N-alkyl hydrazones/hydrazides is described, which uses an aprotic medium with kinetic control. This procedure produced the desired monoalkylated or dialkylated amines with excellent yields and selectivities.

A New Synthesis of N‐Alkyl 3‐Acetyl‐4‐methoxycarbonylmethyl‐2‐methyl‐1,4‐dihydropyridines (V) Utilizing sec‐Aminodienyl Esters (III) with Acetylacetone.

A New Synthesis of N‐Alkyl 3‐Acetyl‐4‐methoxycarbonylmethyl‐2‐methyl‐1,4‐dihydropyridines (V) Utilizing sec‐Aminodienyl Esters (III) with Acetylacetone.

A new synthesis of N-alkyl 3-acetyl-4-methoxycarbonylmethyl-2-methyl-1,4-dihydropyridines utilizing sec-aminodienyl esters with acetylacetone.

The reactions of sec-aminodienyl esters 3 with acetylacetone (4) afforded N-alkyl 3-acetyl-4-methoxycarbonylmethyl-2-methyl-1,4-dihydropyridines 5 and enamines 6, providing a new azaelectrocyclization reaction.

A new synthesis of N-alkyl 4-methyl-1,4-dihydropyridines utilizing sec-aminodienyl esters with crotonaldehyde.

The reactions of sec-aminodienyl esters 3 with crotonaldehyde (4) afforded N-alkyl 3-[2-(methoxycarbonyl)ethenyl]-4-methyl-1,4-dihydropyridines 5, providing a new azaelectrocyclization reaction.

Synthesis of N-alkyl- and N-arylalkylacrylamides and micellar copolymerization with acrylamide

Different series of alkyl- and arylalkylacrylamide have been synthesized, the number of methylen units of the side chain varying from 2 to 10. They were obtained by the reaction of acryloyl chloride and the corresponding amine. The arylalkylacrylamide containing hexyl and decyl chains were prepared from the appropriate halogenous compounds by a multi-step synthesis. These monomers were then copolymerized, in low proportion (≤2 mol%) with acrylamide under micellar conditions. Copolymers were taken to a conversion of about 30%. This method is known to lead to multiblocks copolymers in which the number and the length of the hydrophobic blocks could be monitored by the initial number of hydrophobes per micelle. The copolymers composition was established by NMR and elemental analysis. The hydrophobic level indicates an increase of the apparent reactivity of the hydrophobic monomer due to the solubilization of this latter in micelles. This drift in composition increases upon increasing the number of hydrophobes per micelle.

Synthesis of N-Alkyl-(α-Aminoalkyl)Phosphine Oxides and Phosphonic Esters as Potential HIV-Protease Inhibitors, Starting fromα-Aminoacids

The synthesis of α-aminophosphonic acid derivatives starting from α-aminoacids is described. These phosphorus peptide mimics could be potential HIV-protease inhibitors.

N-substituted 4-(5-indolyl)benzoic acids. Synthesis and evaluation of steroid 5α-reductase type I and II inhibitory activity

The synthesis of N-alkyl and N-arylalkyl substituted 4-(5-indolyl)benzoic acid derivatives as inhibitors of steroid 5α-reductases is described. For the human type II isozyme a benzyl substituent (IC 50 6.20 μM) and for the human type I isozyme a cyclohexanemethyl substituent (IC in50 2.10 μM) on the indole nitrogen proved to be most efficacious, thus providing interesting leads for the development of drugs for the treatment of benign prostatic hyperplasia (BPH).

New and Effective Route to N-Alkyl and N-Aryl 2-F-Alkylethylamines

A new and effective procedure is described for the synthesis of N-alkyl and N-aryl 2-F-alkylethylamines avoiding the formation of 2-F-alkylethylethenes usually occuring in the N-alkylation of 2-F-alkylethyl iodides by amines.

Synthesis of n-alkyl 4,5-dithionaphthalimides

Synthesis of n-alkyl 4,5-dithionaphthalimides

A Highly Stereoselective Synthesis ofN-Alkyl(2-deoxy-β-D-arabino-hexopyranosyl)amines Via 2-Deoxyglycosyl Phosphorodithioates as Glycosyl Donors

Abstract This work demonstrates a new application of 2-deoxy-α-D-glycosyl phosphorodithioates 1 as glycosyl donors in the synthesis of N-alkyl-(2-deoxy-D-arabino-hexopyranosyl)amines 3. The reaction of 1 with amines 2 proceeds with high β-stereoselectivity, at ambient temperature, in almost quantitative yield.

Synthesis of N-alkyl(acyl)-1,2,3,4-tetrahydro-4-methylspiro [quinoline-2-cyclohexanes] and their conversions

The alkylation and acylation of 1,2,3,4-tetrahydro-4-methylspiro[quinoline-2-cyclohexane] and its bromo (methyl) derivatives substituted in the benzene ring, as well as 1,2,3,4-tetrahydro-4-methylspiro[benzo(h)quinoline-2-cyclohexane], were studied. It was established that the N-allyl derivatives ofspiro[tetrahydroquinolinecyclohexanes] are converted to their 8-allyl-substituted analogs by the action of sulfuric acid, boron trifluoride etherate, and aluminum chloride. It was shown that the N-acyl-substituted spiro[tetrahydroquinolinecyclohexanes] are recyclized to spiro[indan-1-cyclohexanes] in phosphoric acid.

One-Pot Synthesis Op N-Alkyl (Aryl) N-(α-Alkoxybenzyl) and N-(α-Alkoxymethylene) Carboxamides

Abstract A convenient synthesis of N-alkyl (aryl) N-(α-alkoxybenzyl) and N-(α-alkoxymethylene) carboxamides has been developed, starting from the corresponding amines, aldehydes, carboxylic acids, ortho esters and thionyl chloride.

Mild Synthesis of N-Alkyl- and N-Alkyl-b-carboline Anhydoro-bases Using Trifluoromethanesulfonates

Mild Synthesis of N-Alkyl- and N-Alkyl-b-carboline Anhydoro-bases Using Trifluoromethanesulfonates

A Convenient Synthesis of N-Alkyl and N, N-Dialkyltrifluoroacetamides in a Solid-liquid Two-Phase System in the Presence of Phase-Transfer Catalysts

Abstract Trifluoroacetamide is easily monoalkylated in a K2 CO3-organic solvent solid-liquid two-phase system affording in good to excellent yields N-alkyltrifluoroacetamides. Under the same conditions, the latter, in turn, react with alkylating agents giving N, N-dialkyltrifluoroacetamides in high yields.

Synthesis of N-alkyl- and N-(β-hydroxyalkyl)-2-(acylmethylthio)benzimidazoles and their properties

N-alkyl- and N-(β-hydroxyalkyl)-2-(acylmethylthio)benzimidazoles have been obtained by the reaction of N-alkyl- and N-(β-hydroxyalkyl)benzimidazoline-2-thiones with α-haloketones. The structures of the substances synthesized have been confirmed by IR, PMR, and mass spectra. The biological properties of the compounds obtained have been studied.

Investigation of furan compounds L. Synthesis of N-alkyl- and N-aryl-substituted diureides of tetrahydrofuran-2,5- and tetrahydrothiophene-2,5-dicarboxylic acids

The corresponding diureides of tetrahydrofuran-2,5- and tetrahydrothiophene-2,5-dicarboxylic acids and the dithioureide of tetrahydrothiophene-2,5-dicarboxylic acid were obtained by the acylation of thiourea, urea, and its N-methyl-, N-tert-butyl- and N-phenyl derivatives with the acid dichlorides of tetrahydrofuran-2,5- and tetrahydrothiophene-2,5-dicarboxylic acids.

Synthesis of N-alkyl- and N-arylsulfonylphthalimides from potassium phthalimide and sulfonyl chlorides

Synthesis of N-alkyl- and N-arylsulfonylphthalimides from potassium phthalimide and sulfonyl chlorides

Synthesis of N-alkyl (aryl) substituted aminodesoxycellulose derivatives by nucleophilic substitution

Synthesis of N-alkyl (aryl) substituted aminodesoxycellulose derivatives by nucleophilic substitution