. alpha.-Diazophosphonic acids as potential photoaffinity labeling reagents: synthesis, stability, and photochemistry

PA Bartlett, NI Carruthers, BM Winter…

文献索引：Bartlett, Paul A.; Carruthers, Nicholas I.; Winter, Beat M.; Long, Karen P. Journal of Organic Chemistry, 1982 , vol. 47, # 7 p. 1284 - 1291

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被引用次数: 38

摘要

A series of a-diazophosphonic acid salts (EhNS0zCN2P032-, i-Pr2O3PCN2PO, 2-, and RR'NCOCN2P0, 2-) have been synthesized by diazo transfer to a diester precursor followed by ester cleavage with trimethylsilyl bromide. These compounds show disparate stabilities: the sulfamoyl-and phosphono-substituted derivatives decompose slowly even at pH 6.0 (21" C, 0.2 M phosphate buffer; tlj2= 5 h), whereas the N, N-dimethylcarbamoyl-substituted ...