Light-controlled triggering of materials requires efficient embedding of molecular photoswitches into larger molecules. We herein present the synthesis of two new building blocks for the synthesis of photoswitchable peptides, embedding spiropyranes as a central unit into peptide-backbones via a novel, yet unreported approach. The synthesis presented here allows us to embed spiropyranes directly into solid-phase peptide synthesis (SPPS), further describing the resulting photophysical properties of the as-prepared photoswitchable peptides.