After the U.S. Supreme Court rejected his requests for a stay of execution, and the governor of Missouri rejected his requests for clemency on Monday, White Supremacist and serial killer Joseph Paul Franklin was led to the death chamber and administered a lethal injection and died ten minutes later.

Delays held up even the last hours of Franklin’s life as he awaited decisions on court appeals. He was scheduled to die shortly after midnight but did not go to his death until 6:07 Central time. He died without making a final statement and refused his last meal.

Franklin had been convicted and sentenced to death for the 1977 murder of Gerald Gordon. Gordon was killed outside of a synagogue in Saint Louis in a race-related murder. Although he was convicted of killing many more, the death penalty was only meted out in that case. Franklin had been accused of as many as 22 killings that he is said to have committed in an attempt to spark off a race war.

Franklin also had admitted to the attempted assassination of Hustler magazine publisher Larry Flynt in 1978. Franklin failed in his attempt, but Flynt suffered a paralyzing wound and has remained in a wheelchair ever since. Flynt had argued against the execution of Franklin saying that “the government has no business at all being in the business of killing people.”

The first of two stays of execution was granted on Tuesday after Franklin’s attorneys contested the use of pentobarbitol as the method of death. His lawyers argued that the use of the drug ran the risk of contamination and painful death. In recent years, states that have used drugs imported from Europe for use in lethal injection have had to look elsewhere for suitable drugs to carry out their sentences as Europe has banned the use of their drugs for that purpose.

Propofol had been the planned drug in the execution, but using the drug ran the risk that European Union would halt shipments of the drug to the U.S. if it was used. Propofol is used for medical purposes and the import halt would have led to shortages.

A second stay of execution was granted yesterday when Franklin’s lawyers contested the execution on grounds of incompetency. But, the state appealed both stays on Tuesday and the eighth U.S. Circuit Court of Appeals decided early Wednesday morning that Franklin’s lawyers did not provide enough evidence to warrant a stay.

Franklin, now 63, was not immediately caught after killing Gordon, but would remain at large for three more years. During that time he carried out several more killings in an effort to get his fellow white supremacists to follow suit. He was ultimately convicted of killing eight people including children, but said recently that he had killed as many as 22.

Franklin told the Saint Louis Post-Dispatch in the final hours leading up to his execution, that he was no longer a racist and felt remorse for his deeds.

Thirty-three years would pass after being apprehended before Franklin would be put to death for his crimes.