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When the Constellation encountered an extragalactic "planet killer," Masada was beamed down to L-374 III with the rest of the Constellation's complement by Commodore Matthew Decker, and was killed when the device destroyed that planet. (TOS: "The Doomsday Machine")
According to the Star Trek Encyclopedia (2nd ed., p. 291), Masada was probably "named for the hilltop fortress where Jews defied Roman legions, eventually committing suicide en masse rather than surrender."