How to say however hard he may try, he won't succeed. in Japanese

1)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sighどんなにどんなに(donnani) (adv) how/how much一生懸命no dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.挑戦挑戦(chousen) (n,vs) challenge/defianceしてもしても(shitemo) is it ok? is something ok? when used with shitemo ii or shitemo yoroshii成功成功(seikou) (n,vs) success/hitし(shi) (num) 10^24/septillion/quadrillionないない(nai) (aux-adj) not/emphatic suffixだろうだろう(darou) isn't it。(。) Japanese period "."    
kareha donnani isshoukenmei ni chousen shitemo seikou shinaidarou 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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