In the present study we examined the role of behavioural synchrony and endocrinological responses in 4-month-old infants during social exchanges with their mothers for their responses during miscoordinated interactions, where mothers did not reciprocate with them. A total of 40 mother-infant dyads were observed during three conditions: baseline, natural interaction (NI), and a modified interaction (MI) where mothers delivered an emotionless speech about facts, while continually looking at, but refraining from engaging with or reacting to the infant. During NI we observed gaze and affect synchrony, and during MI we measured infant social gaze, positive and negative behaviours. Four saliva samples were collected from infants throughout the visit to determine OT, and we used changes in infant OT from before to after NI for analyses. Results showed that both gaze and affect synchrony were positively associated with social gaze and negatively with negative behaviours during MI, while we did not find a correlation between behavioural synchrony and infant positive behaviours during MI. Interestingly, increase in infant OT from before to after NI was positively associated with both social gaze and negative behaviours, but negatively with positive behaviours during MI. These findings suggest that prior synchrony experiences with caregivers allow infants to notice instances of miscoordination, and to self-regulate during these moments. Moreover, OT seems to enable infants to notice changes in regular interaction patterns, but it is likely only in combination with synchrony experiences that OT also contributes to the development of regulatory capacities.