Indole-3-glycerol phosphate synthase (IGPS) catalyzes the indole-forming reaction in the multi-step bacterial tryptophan biosynthetic pathway. This pathway appears to be necessary for bacterial growth and it could represent a target for potential new anti-infective agents in the future. In order to realize this possibility, we are currently investigating two reaction strategies for the synthesis of IGPS product analogs. These two reaction types are the Wittig reaction and reductive amination. This presentation will describe our progress towards obtaining these two different IGPS product analogs