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Updated: Sep 15, 2025

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
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Published on: February 6, 2019

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基于氨酸的提亚[4,5-d]胺衍生物通过固体相合成进行合成

Jimin Moon1, Hyojin Lee1, Jungtae Kim1

  • 1College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, BK21 FOUR KNU Community-Based Intelligent Novel Drug Discovery Education Unit, 80 Daehak-ro, Buk-gu, Daegu 41566, Korea. tlee@knu.ac.kr.

Organic & biomolecular chemistry
|July 15, 2025
PubMed
概括

研究人员优化了提亚[4,5-d]金胺衍生物的固体相合成. 这种新的方法有效地引入了一个关键的胺基组,使得能够创建具有高产量的多样化化合物库.

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Nucleic acid biosynthesis is a fundamental biochemical process that produces the purine and pyrimidine nucleotides essential for DNA and RNA synthesis. This pathway maintains a balanced nucleotide pool, preventing imbalances that could jeopardize genetic integrity and cellular function. Given the crucial role of nucleotides, their synthesis is tightly regulated to ensure proper cellular homeostasis.Purine BiosynthesisThe biosynthesis of purine nucleotides begins with ribose-5-phosphate, a...
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Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
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Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
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In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.
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