ArticleChemistry (Weinheim an der Bergstrasse, Germany)2016
α-Amino Acid-Isosteric α-Amino Tetrazoles.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- A Three-Layer Transformation Strategy toward Functionalized Fused Hydantoins and Diketopiperazines.Organic letters · 2026Article
- Synthesis and interest in medicinal chemistry of β-phenylalanine derivatives (β-PAD): an update (2010-2022).Future medicinal chemistry · 2024Review
- NRF2 activation induces NADH-reductive stress, providing a metabolic vulnerability in lung cancer.Cell metabolism · 2023Article
- (+)/(-)-Yanhusamides A-C, three pairs of unprecedented benzylisoquinoline-pyrrole hetero-dimeric alkaloid enantiomers fromActa pharmaceutica Sinica. B · 2023Article
- Design, synthesis and biological evaluation of 1,5-disubstituted α-amino tetrazole derivatives as non-covalent inflammasome-caspase-1 complex inhibitors with potential application against immune and inflammatory disorders.European journal of medicinal chemistry · 2022Article
- Combining the Ugi-azide multicomponent reaction and rhodium(III)-catalyzed annulation for the synthesis of tetrazole-isoquinolone/pyridone hybrids.Beilstein journal of organic chemistry · 2019Article
- Multi-Gram Synthesis of Enantiopure 1,5-Disubstituted Tetrazoles Via Ugi-Azide 3-Component Reaction.Molecules (Basel, Switzerland) · 2018Article
- Multicomponent Reaction Based Synthesis of 1-Tetrazolylimidazo[1,5- a]pyridines.Organic letters · 2018Article
- Rational design of boron-dipyrromethene (BODIPY) reporter dyes for cucurbit[7]uril.Beilstein journal of organic chemistry · 2018Article
- The European Lead Factory: A Blueprint for Public-Private Partnerships in Early Drug Discovery.Frontiers in medicine · 2016Review
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Authors and funding
5 authors.
Funding
Abstract
The synthesis of all 20 common natural proteinogenic and 4 otherα-amino acid-isosteric α-amino tetrazoles has been accomplished, whereby the carboxyl group is replaced by the isosteric 5-tetrazolyl group. The short process involves the use of the key Ugi tetrazole reaction followed by deprotection chemistries. The tetrazole group is bioisosteric to the carboxylic acid and is widely used in medicinal chemistry and drug design. Surprisingly, several of the common α-amino acid-isosteric α-amino tetrazoles are unknown up to now. Therefore a rapid synthetic access to this compound class and non-natural derivatives is of high interest to advance the field.
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