It looks like there could have been a Bond movie made in the 1950's. Following publication of Casino Royale in 1953, Fleming's US literary agents, Curtis Brown, were approached by Associated British Pictures and then MCA about film rights, but talks came to nothing. Sir Alexander Korda subsequently expressed an interest, having read the proofs for Live and Let Die (1954), but this similarly fizzled out. Fleming had more luck in 1954 when producer Gregory Ratoff secured the rights to Casino Royale, but negotiations between Fleming and Warner Brothers' producer Stanley Meyer for Live and Let Die and Moonraker soon stalled.
In 1955, two offers were made for Moonraker, one to Curtis Brown from John Payne(who paid $1,000 a month for 9 months for rights), and the other to Jonathan Cape from the Rank Organisation. Neither was successful. Another offer was received by Curtis Brown in 1958, this time for Dr No, which had not been long published. Kevin McClory entered the picture the same year, and attempts to produce a film of what would become Thunderball (1961), would have long-lasting and serious repercussions for Fleming's creation, his health, and the later EON film series. There was another film offer in 1959, this time from MGM producer Maurice Winnick. In 1961, Harry Saltzman won a sixth-month option on the Bond books, but failed to gain any backing to produce the films until he was introduced to Cubby Broccoli. Dr No was released in 1962 and the rest, as they say, is history.