The words you have bracketed are in verb form, while the word you have asked for a synonym for (undeserving) is an adjective, which is part of why you are having trouble. Adjectives that are synonyms for "undeserving" that give the meaning you want include "unfit," "unsuitable," "ineligible," and "disqualified." You would have to supply a verb such as "was" for the sentence to make sense: "He was unfit to return home."
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The words you have bracketed are in verb form, while the word you have asked for a synonym for (undeserving) is an adjective, which is part of why you are having trouble. Adjectives that are synonyms for "undeserving" that give the meaning you want include "unfit," "unsuitable," "ineligible," and "disqualified." You would have to supply a verb such as "was" for the sentence to make sense: "He was unfit to return home."
If you are able to change the sentence even more, you could try a construction such as "He had lost his privilege to return home," or "He had squandered his right to return home," both of which seem closer in meaning to the original "did not deserve."
You could add a few more words and rearrange the ideas a bit to come up with sentences such as "Because of his actions, he was no longer welcome at home," "Due to his behavior, he became a persona non grata at home," or "After the way he behaved, returning home was out of the question."
Sometimes no single synonym can provide the exact tone or meaning you want, but if you have the ability to rephrase the thought completely, you should be able to find a good alternative to the original.
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