The aim of the research project was to evaluate the use of shortwave-infrared radiation (SWIR) for navigation during stepwise access preparation. Nine teeth (3 anteriors, 3 premolars and 3 molars) were explanted en bloc with intact periodontium including alveolar bone and mucosa from the upper or lower jaw of human body donors. Because of body donors advanced age samples include clinically realistic and relevant features such as pulp obliterations, caries and restorations. A stepwise preparation was used to observe optical changes on the cavity floor with increasing preparation depth. At baseline (T0) and at preparation depths of 5 mm (T1), 7 mm (T2), and 9 mm (T3), white light pictures, radiographs, SWIR transillumination (SWIRT) and SWIR reflection (SWIRR) images were taken. At T2, µCT images of the samples were acquired and anatomically segmented into 3D-tooth models including enamel, dentin, pulp and bone. Radiomic feature analysis was performed on pulpal and parapulpal areas in SWIRT images at T2.