The dataset was prepared using a subset of the CAS Content Collection TM containing single-step reactions published between 2010 and 2015. The dataset was filtered to glycosylation-type reactions using a hand-defined reaction SMARTS (Section S1.1). Our definition of "glycosylation-type reaction" includes substitution reactions on 5 or 6-membered acetal-like compounds (including mixed acetals and halides), and thereby the dataset also contains reactions that are not glycosylations in a classical sense, but the principles guiding these should not differ significantly from the principles guiding classic glycosylations. Reactions were further filtered to exclude reactions with simultaneous deprotection reactions, enzyme catalysis, non-single compound reagents (e.g., Dowes, silica), glycal donors, non-cyclic glycosylate donors, and glycosylations with the donor as the nucleophile. Reaction temperatures were standardized to Celsius and for reactions where the reaction temperature is defined qualitatively as cooled, room temperature, or reflux/heated, the temperature was set to 0°C, 20°C, and the boiling point of the solvent, respectively. If no temperature was given, reactions were assumed to have been carried out at room temperature. Initially, we limited the dataset to only contain glycosylations forming O-pyranosides, but later furanoside, S-glycoside, and N-glycoside products were also included (in the following referred to as the full dataset). An example reaction SMILES and distributions of the reaction conditions for the full dataset are seen in Figure .