1233875-89-2Relevant academic research and scientific papers
α-Carboxy-6-nitroveratryl: A photolabile protecting group for carboxylic acids
Russell, Alexander G.,Ragoussi, Maria-Eleni,Ramalho, Rui,Wharton, Christopher W.,Carteau, David,Bassani, Dario M.,Snaith, John S.
experimental part, p. 4648 - 4651 (2010/09/14)
(Figure presented) The synthesis of a new photolabile protecting group for carboxylic acids, α-carboxy-6-nitroveratryl (αCNV), is described. Bromide 3, prepared in four steps from 3,4-dimethoxyphenylacetic acid, was used to alkylate carboxylic acids under mild conditions in good yield. Palladium-catalyzed deallylation afforded the acids 4a-h, which underwent rapid and quantitative photolysis at wavelengths longer than 300 nm to liberate the carboxylic acid in good to quantitative yield. The rate of photolysis and quantum yield were determined to be 325 s-1 and 0.17.
