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Updated: Jun 10, 2025

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
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マクロサイクルチオリンコサミンの実用合成

Kelvin J Y Wu1, Ben I C Tresco1, Junzhe Xiao1

  • 1Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.

Journal of the American Chemical Society
|October 12, 2024
PubMed
まとめ

抗生物質候補BT-33とクレソマイシンに対するチオリンコサミン断片のスケーラブルな合成が達成されました. 重要なステップは,スルフィニミンの中間物質にダイアステロセレクティブのアレニル亜鉛を加え,効率的な断片構造を可能にしました.

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Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
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Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
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