73548-14-8Relevant academic research and scientific papers
Method for click construction of amido bond by using pyrimidine condensing agent and application of amido bond in synthesis of amide and polypeptide
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Paragraph 0191-0194, (2021/05/29)
The invention discloses a method for click construction of an amido bond by using a pyrimidine condensing agent and an application of the amido bond in synthesis of amide and polypeptide. The amido bond construction method comprises the following steps: adding an organic solvent dissolved with organic alkali into a carboxylic acid component and an amine component, stirring for reaction, adding an organic solvent dissolved with a pyrimidine condensing agent, continuously stirring for reaction, concentrating, separating and purifying to obtain an amide or polypeptide product. According to the amido bond construction method, the use amount of the condensing agent is small, and the condensing agent is safe, odorless and easy to store and has good atom economy. The amido bond construction reaction time is only several seconds to ten minutes, and the amide or polypeptide synthesis time is greatly shortened. Besides, the amido bond construction reaction can also be quickly carried out in an organic phase-water phase biphasic system and in the organic phase-water phase biphasic system under the condition that alkali is not added, so that a mild and feasible path is provided for the amido bond construction reaction in an alkali-sensitive biological system.
NDTP Mediated Direct Rapid Amide and Peptide Synthesis without Epimerization
Bao, Guangjun,He, Zeyuan,Li, Jingyue,Li, Yiping,Liu, Yuyang,Ma, Wen,Sun, Wangsheng,Wang, Peng,Wang, Rui,Xie, Junqiu,Yu, Changjun
supporting information, (2022/01/28)
Herein, we explored an unprecedented mild, nonirritating, conveniently available, and recyclable coupling reagent NDTP, which could activate the carboxylic acids via acyl thiocyanide and enable the rapid amide and peptide synthesis at very mild conditions
Palladium Catalyzed Aminocarbonylation of Benzylic Ammonium Triflates with Nitroarenes: Synthesis of Phenylacetamides
Yang, Li-Miao,Li, Shan-Shan,Zhang, You-Ya,Lu, Jin-Liang,Deng, Jing-Tong,Ma, Ai-Jun,Zhang, Xiang-Zhi,Zhang, Shu-Yu,Peng, Jin-Bao
supporting information, p. 2061 - 2065 (2021/02/26)
A palladium catalyzed reductive aminocarbonylation of benzylic ammonium triflates with nitroarenes for the synthesis of phenylacetamides was developed. Using Pd(acac)2/DPPF catalyst system, a range of different substituted phenylacetamides were prepared in moderate to good yields from benzylic ammonium triflates and nitroarenes through Csp3?N bond cleavage. A variety of alkyl, aryl, and halide substituents on both substrates can be used, and many useful functional groups can be tolerated. (Figure presented.).
Carboxyl activation of 2-mercapto-4,6-dimethylpyrimidine through n-acyl-4,6-dimethylpyrimidine-2-thione: A chemical and spectrophotometric investigation
Rajan
, p. 287 - 291 (2015/01/30)
2-Mercapto-4,6-dimethylpyrimidine, as effective carboxyl activating group, has been successfully proved by converting it into respective acyl derivatives and the subsequent conversion to the amides and esters respectively using amines, amino alcohols and alcohols. The aminolysis and esterification were monitored chemically and spectrophotometrically. This paved way to establish that the above mercaptopyrimidine derivative is an efficient carboxyl activating group applicable in solid phase peptide synthesis.
A straightforward synthesis of N-monosubstituted α-keto amides via aerobic benzylic oxidation of amides
Shao, Jun,Huang, Xiaomei,Wang, Siyuan,Liu, Bingxin,Xu, Bin
supporting information; experimental part, p. 573 - 579 (2012/01/13)
An efficient sodium bicarbonate promoted aerobic oxidation reaction to prepare N-monosubstituted α-keto amides in the presence of n-tetrabutylammonium hydrogensulfate (TBAHS) was described. This reaction provides a very simple and convenient synthetic route to N-monosubstituted α-keto amides from easily available aryl- or heteroarylacetamides in good to high yields without using toxic reagents and harsh conditions.
Triethyl phosphite-p-dimethylaminopyridine, a new reagent for direct syntheses of amides from aliphatic carboxylic acids and amines
Chiriac, Constantin I.,Onciu, Marioara,Tǎnasǎ, Fulga,Bǎdǎrǎu, Cristina,Tru?can, Ion
, p. 971 - 974 (2007/10/03)
Various amides have been prepared with high to moderate yields from the corresponding aliphatic carboxylic acids and amines using triethyl phosphite-p-dimethylaminopyridine as a new reagent and pyridine as solvent, at 100-110°C, for 12 hours.
