The <i>Building Information Modeling</i> is today one of the most advanced data cataloging and processing systems aimed to the digital representation of physical and functional characteristics of an object. These prerogatives make possible to create a model containing not only the geometric-architectural data of the building, but also the properties of the materials and technical elements that compose it, the construction phases, as well as maintenance operations, locating and programming them over time. Such an approach implies, therefore, not only a change of instruments for the representation of Architecture, but above all a change of "mentality", in which the building is seen as a "unitary" organism with a synchronous vision between architectural form, structural elements, construction techniques, materials and installations. The experimentation here presented concerns the case of the university complex of Federico II of Naples along the axis of Via Mezzocannone. The urban palimpsest housing the monumental front of the building, designed by Eng. Pierpaolo Quaglia and Guglielmo Melisurgo at the end of the Nineteenth century, and incorporating ancient religious complexes built in the Fifteenth century, as the monasteries of Donnaromita and the Old Jesus; heterogeneous elements that allowed to explore on the field limits and the possibilities of interoperability of BIM in which still have ample possibilities for experimentation.