105892-47-5Relevant academic research and scientific papers
A multifunctional reagent designed for the site-selective amination of pyridines
Fier, Patrick S.,Kim, Suhong,Cohen, Ryan D.
, p. 8614 - 8618 (2020/06/05)
We report the development of a multifunctional reagent for the direct conversion of pyridines to Boc-protected 2-aminopyridines with exquisite site selectivity and chemoselectivity. The novel reagent was prepared on 200-g scale in a single step, reacts in the title reaction under mild conditions without precautions toward air or moisture, and is tolerant of nearly all common functionality. Experimental and in situ spectroscopic monitoring techniques provide detailed insights and unexpected findings for the unique reaction mechanism.
Bromodimethyl sulfonium bromide mediated rapid and facile protection of amines
Shailaja,Manjula,Vittal Rao
experimental part, p. 2073 - 2080 (2011/07/31)
A new clean protocol for protection of aryl and aliphatic amines with t-butoxycarbonyl (t-BOC) and benzyloxycarbonyl (Cbz) catalyzed by simple (bromodimethyl) sulfonium bromide has been developed. Rapid protection of amines in excellent yields in totally solvent-free conditions has been achieved. Copyright
Efficient Cs2CO3-promoted solution and solid phase synthesis of carbonates and carbamates in the presence of TBAI
Salvatore, Ralph N,Chu, Feixia,Nagle, Advait S,Kapxhiu, Elona A,Cross, Richard M,Jung, Kyung Woon
, p. 3329 - 3347 (2007/10/03)
Novel solution and solid-phase methods for the synthesis of carbonates and carbamates were developed using cesium bases and TBAI via a three-component coupling. Cesium carbonate not only promoted successful carbonylations of alcohols and carbamations of amines, but also suppressed common side reactions traditionally seen using existing protocols. Various alcohols and amines were examined, using a wide array of alkyl halides, and the results demonstrated this methodology was highly chemoselective. In particular, use of either sterically demanding substrates or amino acid derivatives afforded the corresponding products exclusively, offering a wide variety of applications such as novel protecting groups and peptidomimetic syntheses.
Zinc promoted simple and convenient synthesis of carbamates: An easy access for amino group protection
Yadav,Reddy, Gondi Sudershan,Reddy, M. Muralidhar,Meshram
, p. 3259 - 3262 (2007/10/03)
Synthesis of alkyl, aryl, heterocyclic, carbohydrate and amino acid carbamates is described. The protection of the amino group in the presence of other functionality in amino acids demonstrates the importance of this method.
