TY - JOUR PY - 2018// TI - Synthesis and explosion hazards of 4-azido-L-phenylalanine JO - Journal of organic chemistry A1 - Richardson, Mark B. A1 - Brown, Derek B. A1 - Vasquez, Carlos A1 - Ziller, Joseph W. A1 - Johnston, Kevin M. A1 - Weiss, Gregory A. SP - 4525 EP - 4536 VL - 83 IS - 8 N2 - A reliable, scalable, cost-effective, and chromatography-free synthesis of 4-azido-L-phenylalanine beginning from L-phenylalanine is described. Investigations into the safety of the synthesis reveal that the Ullman-like Cu(I)-catalyzed azidation step does not represent a significant risk. The isolated 4-azido-L-phenylalanine product, however, exhibits previously undocumented explosive characteristics.

Language: en

LA - en SN - 0022-3263 UR - http://dx.doi.org/10.1021/acs.joc.8b00270 ID - ref1 ER -