Are there any references to Jesus / the Messiah in the OT apocrypha?
Not part of my definition of apocrypha, but reading Wisdom leaves you with a distinct feeling that that the messiah is coming and he's going to be very badly treated.
I won't post all of Wisdom 2 here, but make sure if you read it, that you don't cut up the verses, these are bad people talking bad things about a righteous Man.
For, not thinking rightly, they said among themselves:
(Wisdom 2:1 NABRE)
But, basically, as some English monks point out, the entire Bible points to Christ in some way:
In Tobit, He is the Messenger of New Life.
In Judith, He is Weakness Turned into Victory.
In Esther*, He is our Advocate.
In 1 and 2 Maccabees, He is the Leader who dies for God’s law.
In Wisdom, He is the emanation of God’s thought.
In Ecclesiasticus (Sirach), Jesus is our security.
In Baruch, He is the Mercy from the Eternal One.
In Daniel*, Jesus is the Fourth Man in the fiery furnace.
*I know these aren't 100% Deuterocanonical, but they're in here for completion.
14 And Enoch also, the seventh from Adam, prophesied of these, saying, Behold, the Lord cometh with ten thousands of his saints,
15 To execute judgment upon all, and to convince all that are ungodly among them of all their ungodly deeds which they have ungodly committed, and of all their hard speeches which ungodly sinners have spoken against him.