相关实验视频
Updated: May 31, 2026

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Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
Published on: September 28, 2022
在没有链接后组装操纵的情况下,酸乙的fmoc合成
Ji-Shen Zheng1, Hao-Nan Chang, Feng-Liang Wang
1Department of Chemistry, Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Tsinghua University, Beijing 100084, China.
Journal of the American Chemical Society
|July 1, 2011
概括
一种新的,简单的方法通过使用标准固体相技术和特殊的氨基酸合成基. 这种方法可以通过分子内乙烯转移反应有效地形成铁键.
科学领域:
- 有机化学 有机化学
- 生物化学 生物化学
- 合成化学 合成化学
背景情况:
- 类二 Ester 是化学生物学和合成中的关键中间体.
- 目前用于合成硫的方法可能很复杂,需要多个步骤.
研究的目的:
- 开发一种操作上简单且高效的方法来合成类铁.
- 为了利用标准的Fmoc固相合成 (SPPS) 程序来形成硫.
主要方法:
- 在Fmoc-SPPS中使用预制的含胺氨基酸.
- 使用三乙酸 (TFA) 进行最终裂变和同时形成硫.
- 利用一个不可逆转的分子内N-to-S转移机制.
主要成果:
- 通过使用开发的方法,成功合成了类铁.
- 证明该方法的操作简单性和效率.
- 证实分子内N-to-S转移是关键反应.
结论:
- 开发的方法提供了一条简单有效的途径,可以获得类铁.
- 这种方法与已建立的Fmoc-SPPS协议无集成.
- 使用含有乙胺氨基酸的氨基酸为酸合成提供了一个强大的策略.
相关概念视频
Preparation of Amides
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism
The Hofmann and Curtius rearrangement reactions can be applied to synthesize primary amines from carboxylic acid derivatives such as amides and acyl azides. In the Hofmann rearrangement, a primary amide undergoes deprotonation in the presence of a base, followed by halogenation to generate an N-haloamide. A second proton abstraction produces a stabilized anionic species, which rearranges to an isocyanate intermediate via an alkyl group migration from the carbonyl carbon to the neighboring...
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
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.

