There are 2 things in this test case...

1) You are using property paths in conjunction with join fetches. Not sure that has ever been explicitly supported. But, should probably result in a specific exception if we don't want to support that combo. What I mean is that, your query:

original-query

SELECT user
FROM User user
LEFT OUTER JOIN FETCH user.contact
LEFT OUTER JOIN FETCH user.contact.emailAddresses2
LEFT OUTER JOIN FETCH user.contact.emailAddresses

really ought to be written:

original-query

SELECT user
FROM User user
LEFT OUTER JOIN FETCH user.contact c
LEFT OUTER JOIN FETCH c.emailAddresses2
LEFT OUTER JOIN FETCH c.emailAddresses

2) I made that change, but found that then we hit HHH-5465

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