54654-08-9

Upstream product

• 4619-18-5 4-(4-chlorophenyl)butanoic acid 
• 3984-34-7 4-(4-chlorophenyl)-4-oxobutanoic acid 

Downstream Products

• 4521-18-0 4-(4-Chlorophenyl)butyric acid amide 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 1111702-16-9 N-(4,4-diethoxybutyl)-4-(4-chlorophenyl)-butyramide 
• 279687-54-6 5-(4-chlorophenyl)pyrrolidin-2-one 
• 63998-62-9 4-(4-chlorophenyl)-butylamine 
• 79945-11-2 C₂₀H₂₇Cl₂N₃O₄S₂ 

Relevant academic research and scientific papers

Enantioselective Remote C(sp3)-H Cyanation via Dual Photoredox and Copper Catalysis

The remote C(sp3)-H cyanation of carboxamides has been described by merging photoredox and copper catalysis in a site-selective and enantiocontrolled manner. The protocol is the integration of photoinduced and nitrogen-centered radical-mediated intermolecular hydrogen atom transfer with chiral copper-complex-catalyzed radical cyanation. This strategy gives enantio-enriched cyanated amides in high yields.

Synthetic Utility of N-Benzoyloxyamides as an Alternative Precursor of Acylnitrenoids for γ-Lactam Formation

Described herein is the development of a new entry of acylnitrenoid precursors for γ-lactam synthesis via an intramolecular C-H amidation reaction. Upon Ir catalysis, N-benzoyloxyamides serve as efficient substrates to afford 5-membered amides. Mechanistic studies revealed that the generation of a putative Ir-carbonylnitrenoid via N-O bond cleavage is facilitated by the chelation of countercations. This protocol offers a convenient and step-economic route to γ-lactams starting from the corresponding carboxylic acids.

A facile synthesis of pyrrolo-(di)-benzazocinones via an intramolecular N-acyliminium ion cyclisation

A facile, moderate to high yielding synthesis of hexahydro-(di)- benzazocinones is described via an intramolecular N-acyliminium ion cyclisation. The iminium ion intermediates are formed from the readily available 4,4-diethoxybutyl amides with an excess of triflic acid. For electron-withdrawing substituents, better yields were obtained from the pre-formed 2-hydroxypyrrolidine amides. From NMR studies, at ambient temperatures the pyrrolo-benzazocin-3-ones exist as a slowly equilibrating mixture of two conformations.

Structural determinants of opioid activity in derivatives of 14-aminomorphinones: Effects of changes to the chain linking of the C 14-amino group to the aryl ring

The 14-aminodihydromorphinone and codeinone series of opioid ligands have produced a number of ligands of substantial interest. To investigate the importance of the 14-substituent, a series of analogues in which the side chain length is varied and the ami

Bronchorelaxing compounds

A compound of the general formula (I) including its pharmaceutically acceptable acid addition salts wherein A is CHR9, wherein R9 is H, C1-C6 alkyl; n is 1-3; B is CHR10, wherein R10 is H, C1-C6 alkyl; m is 1 or 2; D is O or S or optionally NR16, wherein R16 is H, C1-C6 alkyl or C2-C6 acyl; E is CR11R12 or NR13, wherein R11 and R12 are, independent of each other, H or C1-C6 alkyl, R13 is H or C1-C6 alkyl; F is C1-C18 alkyl which may be mono- or di-unsaturated and/or substituted, is useful in treating and preventing pulmonary disease characterized by bronchoconstriction. Also disclosed are pharmaceutical compositions comprising the compound and methods for their manufacture.

BIOSYNTHESIS OF NAPHTHOQUINONES AND ANTHRAQUINONES IN STREPTOCARPUS DUNNII CELL CULTURES

Administration of 13C- and 2H-labelled precursors to Streptocarpus dunnii cell cultures demonstrated that the naphthoquinones formed through a unique prenylation mode are biosynthesized via 4-(2'-carboxyphenyl)-4-oxobutanoic acid, 1,4-dihydroxy-2-naphthoic acid, lawsone and lawsone 2-prenyl ether, and that the anthraquinones are biosynthesized through prenylation of 2-carboxy-4-oxo-1-tetralone at the cacboxy-bearing carbon atom to form 2-carboxy-2-prenyl-4-oxo-1-tetralone, or through ipso attack of the prenyl group on the corresponding carbon atom of 1,4-dihydroxy-2-naphthoic acid.Key Word Index - Streptocarpus dunnii; Gesneriaceae; dunnione-type naphthoquinones; anthraquinones; bioshynthesis; prenylation mechanism.

Imidodisulfamides. I. A novel class of antagonists of slow-reacting substance of anaphylaxis

A series of N',N''-bis(aryl)- and N',N''-(aralkyl)imidodisulfamides was prepared and evaluated as antagonists of slow-reacting substance of anaphylaxis (SRS-A) induced contractions of isolated guinea pig ileum. Some of these compounds, notably N',N''-bis(4-phenylbutyl)- N',N''-bis[2-(4-chlorophenyl)ethyl]-, and N',N''-bis[2-(4-bromophenyl)ethyl]imidodisulfamides (16, 22, and 26), were moderately potent and selective antagonists of SRS-A. The influence of lipophilic (π) and electronic (σ) factors on SRS-A antagonist activity appears to be of considerable importance to the derivation of potent and selective SRS-A antagonists.