State of the art engine models are used to study the emissions production, and fuel consumption minimisation, of a typical diesel-powered road car operating on a variable-gradient road. The engine models, that have been fitted to measured test cell data, are used to represent both the performance and emissions generation characteristics of a typical diesel-fuelled car engine. Simple example are used to highlight the impact of elevation changes on the main structural features of fuel-optimal control problems (OCP). A typical semi-urban test route, with legislated speed limits and enforced stops, is used for performance evaluation purposes. The optimal functioning of a discretegear automatic transmission system, as opposed to a simple continuously variable transmission, is studied in detail. The main focus of this study is to evaluate the importance of threedimensional (3D) road influences (gradient and camber), preimposed time-of-arrival constraints, enforced stops, and emissions constraints, on the fuel consumption and optimal driving of typical diesel-powered road vehicles. This paper proposes the use of multiple-phase optimal control to elicit a better understanding of 'real' driving situations, and motivates a move away from standardised drive cycles.