彼はそれを知らないほど愚か者ではない。

he; him; his; boyfriend

topic marker particle; indicates contrast with another option (stated or unstated); adds emphasis

that (indicating an item or person near the listener, the action of the listener, or something on their mind); it; that time; then; there (indicating a place near the listener); you

indicates direct object of action; indicates subject of causative expression; indicates an area traversed; indicates time (period) over which action takes place; indicates point of departure or separation of action; indicates object of desire, like, hate, etc.

to be aware of; to know; to be conscious of; to cognize; to cognise; to notice; to feel; to understand; to comprehend; to grasp; to remember; to be acquainted with (a procedure); to experience; to go through; to learn; to be acquainted with (a person); to get to know; to concern

degree; extent; bounds; limit; indicates approx. amount or maximum; upper limit

fool

indicates location of action; at; in; indicates time of action; indicates means of action; cause of effect; by; and then; so; indicates continuing action; indicates certainty, emphasis, etc.

not; emphatic suffix