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. Author manuscript; available in PMC: 2017 Nov 20.
Published in final edited form as: Nature. 2016 Aug 17;536(7616):322–325. doi: 10.1038/nature19056

Figure 4. Application of two metallaphotoredox strategies to the synthesis of tirofiban.

Figure 4

The cross-coupling of acid 42 and alkyl halide 43 generates a new sp3–sp3 bond and subsequent TBAF deprotection provides alcohol 44. Tirofiban 45 is then synthesized in two further steps in good yield via a Ni-photoredox-mediated etherification reaction and acidic deprotection. †34% of bromide starting material recovered.