34059-11-5

Upstream product

• 16895-67-3 N-Nitroso-N-(4-phenyl-butyl)-acetamid 
• 2046-18-6 4-phenylbutyronitrile 
• 108-24-7 acetic anhydride 
• 13214-66-9 4-phenyl-1-butylamine 
• 72-89-9 acetylcoenzyme A 
• 1694-31-1 tert-butyl acetoacetate 
• 75-36-5 acetyl chloride 
• 30684-06-1 4-phenylbutylamine hydrochloride 

Downstream Products

• 186651-89-8 4-[4-(acetylamino)butyl]-l-(3-methoxycarbonylpropionyl)benzene 
• 186652-98-2 4-[4-(acetylamino)butyl]-1-[(3-hydroxycarbonyl-2,3-dimethyl)propionyl]benzene 
• 186652-92-6 4-[4-(acetylamino)butyl]-1-(2-chloropropionyl)benzene 
• 13214-66-9 4-phenyl-1-butylamine 
• 34059-12-6 N-ethyl-4-phenylbutylamine 

Relevant academic research and scientific papers

Method for promoting acylation of amine or alcohol by carbon dioxide

The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.

Synthesis method of amide nitrogen trifluoromethyl compound

The invention discloses a synthesis method of an amide nitrogen trifluoromethyl compound. The synthesis method comprises the following step: carrying out trifluoromethylation reaction on a compound shown in a formula a1 or a formula a2 and a trifluoromethylation reagent in an organic solvent under the action of a fluorination reagent, an oxidant, silver oxysalt and a pyridine ligand, so as to obtain a target compound shown in a formula b1 or a formula b2. According to the invention, trifluoromethylation reaction can be directly carried out on an amide compound shown as a formula a1 or a sulfonamide compound shown as a formula a2 so as to obtain the amide nitrogen trifluoromethyl compound shown in the formula b1 or the sulfamide nitrogen trifluoromethyl compound shown in the formula b2. Themethod has the advantages of simple operation, easily available raw materials, low cost, safety, environmental protection, mild reaction conditions, easy realization of large-scale production, and the like, and is of great significance to the industrial application of the amide nitrogen trifluoromethyl compound.

Synthesis of Medium-Ring-Sized Benzolactams by Using Strong Electrophiles and Quantitative Evaluation of Ring-Size Dependency of the Cyclization Reaction Rate

Benzolactams with medium-sized rings were synthesized via the electrophilic aromatic substitution reaction of carbamoyl cations (R1R2N+═C═O) in good to high yields without dilution. These reactions were utilized to quantitatively examine the extent of retardation of medium-sized ring formation, compared to five- or six-membered ring formation. The order of reaction rates of formation of cyclic benzolactams is six- > five- > seven- > eight- > nine-membered ring at 25 °C. The present reaction provides a route to eight- A nd nine-membered benzolactams.

Silver-Mediated N-Trifluoromethylation of Amides and Peptides

We report herein the direct N-trifluoromethylation of N-H amides. Promoted by AgOTf and 2-fluoropyridine, the reaction of a variety of amides with Selectfluor, TMSCF3 and CsF proceeds smoothly at room temperature leading to the corresponding N-trifluoromethylated products in satisfactory yields. The protocol is also applicable to amino acid derivatives, resulting in efficient and chemoselective N-trifluoromethylation of di- and tri-peptides with retention of configuration. A mechanism involving reductive elimination of Ag(III) intermediates to form N—CF3 bonds is proposed.

An Unconventional Reaction of 2,2-Diazido Acylacetates with Amines

We have discovered that 2,2-diazido acylacetates, a class of compounds with essentially unknown reactivity, can be coupled to amines through a new strategy that does not involve any reagents. 2,2-Diazido acetate is the unconventional leaving group under carbon–carbon bond cleavage. This reaction leads to the construction of amide bonds, tolerates various functionalities and is performed equally well in numerous solvents under experimentally simple conditions. We also demonstrate that the isolation of the 2,2-diazido acylacetate compounds can be circumvented: Acylacetates were easily fragmented when treated with (Bu4N)N3 and iodine in the presence of an amine at room temperature. By using this method, a broad range of acylacetates with various structural motifs were directly transformed into amides.

Mechanistic and structural analysis of Drosophila melanogaster arylalkylamine N-acetyltransferases

(Chemical Equation Presented). Arylalkylamine N-acetyltransferase (AANAT) catalyzes the penultimate step in the biosynthesis of melatonin and other N-acetylarylalkylamides from the corresponding arylalkylamine and acetyl-CoA. The N-acetylation of arylalkylamines is a critical step in Drosophila melanogaster for the inactivation of the bioactive amines and the sclerotization of the cuticle. Two AANAT variants (AANATA and AANATB) have been identified in D. melanogaster , in which AANATA differs from AANATB by the truncation of 35 amino acids from the N-terminus. We have expressed and purified both D. melanogaster AANAT variants (AANATA and AANATB) in Escherichia coli and used the purified enzymes to demonstrate that this N-terminal truncation does not affect the activity of the enzyme. Subsequent characterization of the kinetic and chemical mechanism of AANATA identified an ordered sequential mechanism, with acetyl-CoA binding first, followed by tyramine. We used a combination of pH-activity profiling and site-directed mutagenesis to study prospective residues believed to function in AANATA catalysis. These data led to an assignment of Glu-47 as the general base in catalysis with an apparent pKa of 7.0. Using the data generated for the kinetic mechanism, structure-function relationships, pH-rate profiles, and site-directed mutagenesis, we propose a chemical mechanism for AANATA.

Convenient synthesis of protected primary amines form nitriles

Investigations into the use of nickel chloride and sodium borohydride for the reduction of nitriles showed the secondary amine dimers to be the major products under normal conditions. The addition of a suitable trapping agent, such as di-tert-butyl dicarbonate, allowed the isolation of the protected primary amines. (C) 2000 Elsevier Science Ltd.

Pyridazinone derivatives and processes for preparing the same

Disclosed is a pyridazinone compound represented by the formula (I): STR1 wherein X represents hydrogen atom or the like; Y represents a single bonding arm, oxygen atom or sulfur atom; A represents a straight or branched alkylene group which may have a double bond; B represents carbonyl group or thiocarbonyl group; and R2 represents an alkyl group having 1 to 10 carbon atoms which may be substituted or the like; or B represents sulfonyl group; and R2 represents a lower alkenyl group or the like; R1 represents hydrogen atom or the like; R3 represents hydrogen atom or the like; R4 represents hydrogen atom or the like; and R5 represents hydrogen atom or the like, or a pharmaceutically acceptable salt thereof.