-双环[6.1.0]壬炔羧酸的简洁合成
A concise synthesis of -bicyclo[6.1.0]nonyne carboxylic acid.
作者信息
Weir Mackenzie, Vaccari Beatrice, Matthews Aidan, Turnbull Graeme, Kozhevnikov Valery N
机构信息
Department of Applied Sciences, Northumbria University Ellison Building Newcastle upon Tyne NE1 8ST UK
Dipartimento di Chimica dell'Università degli Studi di Milano Via C. Golgi 19 I-20133 Milan Italy.
出版信息
RSC Adv. 2024 Nov 21;14(50):37400-37403. doi: 10.1039/d4ra06708h. eCollection 2024 Nov 19.
Bicyclo[6.1.0]nonyne carboxylic acid (BCN-COOH) is a valuable intermediate for the development of bioorthogonal click reagents. A convenient three-step synthesis of pure diastereomer -BCN-COOH is reported here, with an overall yield of 32% starting from 1,5-cyclooctadiene. To the best of our knowledge, this is the shortest route to -BCN-COOH known to date. The new method compares favourably with the optimised four-step synthesis based on previously reported data.
双环[6.1.0]壬炔羧酸（BCN - COOH）是用于开发生物正交点击试剂的重要中间体。本文报道了一种便捷的三步合成纯非对映异构体-BCN - COOH的方法，以1,5 - 环辛二烯为起始原料，总收率为32%。据我们所知，这是迄今为止已知的合成-BCN - COOH的最短路线。与基于先前报道数据的优化四步合成法相比，新方法具有优势。
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