Trimethylaluminium mediated amide bond formation in a continuous flow microreactor as key to the synthesis of rimonabant and efaproxiral

2008 ◽  
pp. 1100 ◽  
Author(s):  
Tomas Gustafsson ◽  
Fritiof Pontén ◽  
Peter H. Seeberger
Keyword(s):  
Continuous Flow ◽  
Bond Formation ◽  
Amide Bond ◽  
Amide Bond Formation ◽  
Flow Microreactor

scholarly journals Acyl azide generation and amide bond formation in continuous-flow for the synthesis of peptides

2020 ◽  
Vol 5 (4) ◽  
pp. 645-650 ◽  
Author(s):  
Alejandro Mata ◽  
Ulrich Weigl ◽  
Oliver Flögel ◽  
Pius Baur ◽  
Christopher A. Hone ◽  
...  
Keyword(s):  
Continuous Flow ◽  
Nitrous Acid ◽  
Flow System ◽  
Bond Formation ◽  
Amide Bond ◽  
Peptide Coupling ◽  
Amide Bond Formation ◽  
Acyl Azides ◽  
Acyl Azide

Acyl azides were safely generated by using nitrous acid in water and reacted in situ within a flow system. The acyl azide was efficiently extracted into the organic phase containing an amine nucleophile for a highly enantioselective peptide coupling.

Diethylphosphoryl-OxymaB (DEPO-B) as a Solid Coupling Reagent for Amide Bond Formation

2018 ◽  
Vol 16 (1) ◽  
pp. 30-33
Author(s):  
Ashish Kumar ◽  
Yahya E. Jad ◽  
Ayman El-Faham ◽  
Beatriz G. de la Torre ◽  
Fernando Albericio
Keyword(s):  
Bond Formation ◽  
Hydrolytic Stability ◽  
Solid Material ◽  
Amide Bond ◽  
Amide Bond Formation ◽  
Coupling Reagent

A new phosphonium based coupling reagent DEPO-B has been synthesized from 5- (hydroxyimino)-1,3-dimethylpyrimidine-2,4,6 (1H,3H,5H)-trione (Oxyma B) and diethyl chlorophosphate in presence of base. It is a solid material and the hydrolytic stability and solubility was evaluated for confirming its capability for usage in automated peptide synthesizer.

A Review of Amide Bond Formation in Microwave Organic Synthesis

2014 ◽  
Vol 11 (4) ◽  
pp. 592-604 ◽  
Author(s):  
Natalia Lukasik ◽  
Ewa Wagner-Wysiecka
Keyword(s):  
Organic Synthesis ◽  
Bond Formation ◽  
Amide Bond ◽  
Amide Bond Formation

A computational study on the mechanism of ynamide-mediated amide bond formation from carboxylic acids and amines

2017 ◽  
Vol 15 (30) ◽  
pp. 6367-6374 ◽  
Author(s):  
Song-Lin Zhang ◽  
Hai-Xing Wan ◽  
Zhu-Qin Deng
Keyword(s):  
Reaction Mechanism ◽  
Carboxylic Acids ◽  
Computational Study ◽  
Bond Formation ◽  
Amide Bond ◽  
Reactivity Pattern ◽  
Amide Bond Formation ◽  
Coupling Reagent ◽  
Catalytic Effects ◽  
Acid Substrate

A detailed computational study is presented on the reaction mechanism of ynamide-mediated condensation of carboxylic acids with amines to produce amides, which elucidates the reactivity pattern of the coupling reagent ynamide and discloses crucial bifunctional catalytic effects of the carboxylic acid substrate during aminolysis.

Green Amide Bond Formation in Water via Direct Coupling of Metal Carboxylate Salts with Ammonium Salts at Room Temperature

2021 ◽  
Author(s):  
Truong Thanh Tung ◽  
John Nielsen
Keyword(s):  
Room Temperature ◽  
Bond Formation ◽  
Direct Coupling ◽  
Ammonium Salts ◽  
Amide Bond ◽  
Metal Carboxylate ◽  
Amide Bond Formation ◽  
Simple Protocol

Herein, we report the green, expedite, and practically simple protocol for direct coupling of carboxylate salts and ammonium salts under ACN/H2O conditions at room temperature without the addition of tertiary...

Mechanism of Amide Bond Formation from Carboxylic Acids and Amines Promoted by 9-Silafluorenyl Dichloride Derivatives

2017 ◽  
Vol 82 (17) ◽  
pp. 9087-9096 ◽  
Author(s):  
Yuan-Ye Jiang ◽  
Ling Zhu ◽  
Yujie Liang ◽  
Xiaoping Man ◽  
Siwei Bi
Keyword(s):  
Carboxylic Acids ◽  
Bond Formation ◽  
Amide Bond ◽  
Amide Bond Formation
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