According to the Spore Infopedia,
“Outram Road, built in 1847, was then known as River Valley Road. It was also known as Cantonment Road and it stretched as a single road connecting to Keppel Road. In 1858 the road was separated from Cantonment Road and was named Outram Road in honour of Sir James Outram, for his heroic role in the 1857 Indian mutiny. Outram Road forms junctions with Tiong Bahru Road and Seng Poh Road.
The Outram Road Jail or the Pearl's Hill Prison, at the foot of Pearl's Hill which is now called Outram Park estate, was built in 1847. It was purchased by the HDB in 1966 for S$4.5 million and was demolished in 1968. The Outram Road School was first opened on 26 February 1906. Renamed Outram School in 1939, the school remained a primary school until 1954 when the school converted to a secondary school. Singapore General Hospital, located at the junction of Outram Road and New Bridge Road, was built in 1882.”
Below is another old photo from the George Shaw Collection. Can you identify this old Chinese temple? By the way, I do not know the answer.