2017SynlettRequires access

Synthesis of Dipeptides by Boronic Acid Catalysis

Hiroaki Tsuji, Hisashi Yamamoto

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Abstract

We have found that a boronic acid catalyzed amidation of an N-hydroxy amino acid methyl ester with amino acid tert-butyl esters gave N-hydroxy dipeptide derivatives in good yields without any racemization. The protecting groups on the nitrogen atom could be easily removed by heterogeneous hydrogenation conditions.

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What this paper is about

We have found that a boronic acid catalyzed amidation of an N-hydroxy amino acid methyl ester with amino acid tert-butyl esters gave N-hydroxy dipeptide derivatives in good yields without any racemization. The protecting groups on the nitrogen atom could be easily removed by heterogeneous hydrogenation conditions.

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OpenAlex reports 12 citations for this work. Citation counts describe recorded attention and do not establish research quality.

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Available abstract

We have found that a boronic acid catalyzed amidation of an N-hydroxy amino acid methyl ester with amino acid tert-butyl esters gave N-hydroxy dipeptide derivatives in good yields without any racemization. The protecting groups on the nitrogen atom could be easily removed by heterogeneous hydrogenation conditions.

Key concepts: Chemistry, Racemization, Dipeptide, Boronic acid, Catalysis, Nitrogen atom, Amino acid, Organic chemistry

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