Here’s some quotes from the ancient Jewish Targums that interpret this passage for the Messiah – all except the first mention Him specifically, albeit with the collective interpretation coming first; and the first one is only probably meant as collective, it also COULD refer specifically to the Messiah but isn’t clear on that point:
Targum Onkelos: “And enmity I will put between you and the woman, and between your son and her son. He shall be recalling what you did to him in the beginning; and you shall be observing him in the end.”
Targum Pseudo-Jonathan: “And I will place enmity between you and the woman, and between the offspring of your sons and the offspring of her sons. And it will happen: when the sons of the woman will observe the precepts of the Torah, they will aim to strike you on the head; and when they will forsake the precepts of the Torah, you will aim to bite them in the heel. But for them there will be a remedy; whereas for you there will be no remedy. And they will be ready to make a crushing with the heel in the days of King Messiah.”
Fragmentary Targum: “And it shall be: when the sons of the woman observe the Torah and fulfill the commandments, they will aim to strike you on the head and kill you; and when the sons of the woman will forsake the precepts of the Torah and will not keep the commandments, you will aim to bite them in their heel and harm them. However there will be a remedy for the sons of the woman, but for you, O serpent, there will be no remedy. Still, behold, they will appease one another in the final end of days, in the days of the King Messiah.”
Targum Neofiti: “And I will put enmities between you and the woman, and between your sons and her sons. And it will happen: when her sons keep the Law and put into practice the commandments, they will aim at you and smite you on the head and kill you; but when they forsake the commandments of the Law, you will aim at and wound him on his heel and make him ill. For her son, however, there will be a remedy, but for you, serpent, there will be no remedy. They will make peace in the future in the day of King Messiah.”
All taken from:
cfpeople.org/Books/Mary/maryp3.htm