His trainer, Fred Hopkins, wheeled him back three weeks later to a third-place finish in the Sanford Memorial Stakes at Saratoga Race Course.
Bostonian got a late start to his three-year-old season, making his sophomore debut in New York's key prep race to the Derby, the Wood Memorial Stakes at a mile and one eighth at Aqueduct Racetrack.
In his second start of the year, Bostonian finished fifth in a field of sixteen in the Kentucky Derby to his stablemate Whiskery, also owned by Harry Payne Whitney.
As the gates opened, Bostonian broke slowly and settle in seventh in the field of twelve passing the grand stands for the first time and around the club house turn.
Then he wore down the top three entering the home stretch: Sir Harry in third, Black Panther in second and finally Whiskery at the sixteenth pole by a half length.