He was rushed to hospital, where he died 72 days later.
Last year his mother Elizabeth faced off against the office of the Attorney-General at the Dunedin District Court. Rather than financial recompense, she sought a series of declarations, inviting Judge Paul Kellar to determine those who treated Cuttance were negligent.
"The degree of negligence of the prison medical staff dealing with Boyd was outrageous and amounted to subjective recklessness," Cuttance wrote in a statement.
Judge Kellar, however, dismissed her claim.
Cuttance then took her case to the High Court at Dunedin in June where the appeal was heard by Justice Rachel Dunningham.
In her decision, recently obtained by the Otago Daily Times, she found that Judge Kellar made no error of law in his reasoning.
On Cuttance's behalf, Anne Stevens KC focused on the decisions of "Dr X", who said she did not recall looking at nursing notes related to the patient, nor was it her regular practice to do so.
Stevens said it was "a direct cause of Mr Cuttance not being referred to specialist care at a time when his life could potentially be saved".
Justice Dunningham did not see the issue as pivotal. "I am satisfied that Dr X, whether Dr X saw the notes or not, took considerable care to elicit the relevant history from Mr Cuttance. Dr X did not merely consider his presentation on the day in isolation," she said.
"In all the circumstances, there is nothing to suggest Dr X fell below a reasonable standard on this count, let alone that it was causative of Mr Cuttance's death."
Cuttance may yet make a complaint to the Health and Disability Commissioner or challenge the ruling in the Court of Appeal. She could not be reached for comment.