Bicyclo[6.1.0]nonyne carboxylic acid for the production of stable molecular probes

RSC Adv. 2021 Nov 17;11(58):36777-36780. doi: 10.1039/d1ra07905k. eCollection 2021 Nov 10.

Abstract

Bicyclo[6.1.0]non-4-yn-9-ylmethanol (BCN alcohol) is the most prominent strained-alkyne scaffold in chemical biology. Described herein is the synthesis of an oxidized analogue - BCN acid - whose facile functionalization via amide bond formation yields more stable derivatives than the classically encountered carbamates.