57369-76-3

Upstream product

• 117-34-0 2,2-diphenylacetic acid 
• 105040-98-0 C₂₀H₂₆O₂Si 
• 1034-39-5 dibromotriphenylphosphorane 

Downstream Products

• 5350-81-2 Diphenylessiggsaeure-tert-butylester 
• 644974-20-9 N-(3-bromopropyl)-2,2-diphenylacetamide 

Relevant academic research and scientific papers

Design, synthesis and in vitro activity of 1,4-disubstituted piperazines and piperidines as triple reuptake inhibitors

Monoamine transporters regulate the concentration of monoamine neurotransmitters, which are essential for vital physiological processes, and their dysfunction can cause several central nervous system diseases. Monoamine transporters currently appear to be the potential target in the management of these disorders. In this study, homologation and bioisosterism techniques have been used in the designing of new 1,4-disubstituted piperazines and piperidines. These derivatives were synthesized and evaluated as potential triple reuptake inhibitors for studying the structure-activity relationships. The most advanced compound, 1-(4-(5-benzhydryl-1H-tetrazol-1-yl)butyl)-4-(3-phenylpropyl)piperazine (2i), was able to inhibit monoamine neurotransmitter reuptake in an in vitro test (IC50?=?158.7?nM for 5-HT, 99?nM for NE and 97.5?nM for DA). These novel potent triple reuptake inhibitor-based 1,4-disubstituted piperazine and piperidine scaffolds deserve further systematic optimization and pharmacological evaluation.

Reactivity of chlorinating agents/PPh3 for the chlorination of alcohols and carboxylic acids: a comparative study

The reactivity of chlorinating agents was examined with the aid of 1H NMR using competitive reactions between selected chlorinating agents and CBr4 towards alcohols and carboxylic acids. The reactivity was greatly dependent on the type of substituent on the chlorinating agents. COCCl3 and CN substituted trichloromethyl groups enhanced the reactivity of the chlorinating agent with PPh3 for the chlorination of alcohols and carboxylic acids.

FORMATION OF ACYL BROMIDES FROM CARBOXYLIC ACIDS AND N-BROMOSUCCINIMIDE; SOME REACTIONS OF BROMOCYANOTRIPHENYLPHOSPHORANE

Acyl halides, i.e., acyl bromides and acyl chlorides can be generated in high yields under mild conditions from the corresponding carboxylic acid in the presence of equivalent amounts of NBS/NCS and triphenylphosphine.The reaction between carboxylic acids, bromocyane and triphenylphosphine (Ph3PBrCN), affords under similar conditions acyl bromides.Bromocyanotriphenylphosphorane reacts also smoothly with epoxides, e.g., phenyloxirane. it appears, however, that the expected bromocyanides are not obtainable by this reaction, vicinal dibromides being formed instead.Key words: Acyl bromides, synthesis of from carboxylic acids and NBS, bromocyanotriphenylphosphorane, synthesis of alkylhalides.

Activated Basic Alumina Promotes a Mild, Clean and High-Yield Racemization-Free Synthesis of t-Butyl Esters from Chiral Acid Bromides and t-Butyl Alcohol

Esterification of a variety of acid bromides having even steric bulkiness with t-BuOH/activated basic alumina gave the corresponding t-butyl esters in good to excellent yields.In the case of chiral acid bromides, no racemization has been ascertained for the first time.

Reaction of Hindered Trialkylsilyl Esters and Trialkylsilyl Ethers with Triphenylphosphine Dibromide: Preparation of Carboxylic Acid Bromides and Alkyl Bromides under MIld Neutral Conditions

A new route for a simultaneous deprotection-activation of hindered trialkylsilyl esters is described. tert-Butyldimethylsilyl, triisopropylsilyl, and tert-butyldiphenylsilyl carboxylates reacted with triphenylphosphine dibromide at room temperature in dichloromethane to give acid bromides in high yields.Reaction between hindered trialkylsilyl ethers and triphenylphosphine dibromide afforded alkyl bromides in excellent yields.The formation rate of acid bromides and alkyl bromides was increased when the reactions were carried out in the presence of a catalytic amount of ZnBr2.