Complex sentence: He was educated at Hutchesons' Grammar School, going on to study medicine at the University of Glasgow failing his exams on his first attempt, in 1950, but passing in a subsequent re-sit.
Split into simpler sentences: He was educated at Hutchesons' Grammar School, going on to study medicine at the University of Glasgow. Though he failed his exams on his first attempt, in 1950, he passed them in a subsequent re-sit.