How to say he had to go through a lot of hardships. in Japanese

1)彼は多くの苦難を経験しなければならなかった。error newjap[彼は多くの苦難を経験しなければらかった。] did not equal oldjap[彼は多くの苦難を経験しなければならなかった。] Splitting 彼は... split to 彼 and は saving [彼] to rollovers[0][0] Splitting しなければならなかった... split to し and なければならなかった saving [し] to rollovers[0][7] Splitting なければならなかった... split to な and ければらかった saving [な] to rollovers[0][8] Splitting ければらかった... split to ければらかった and Splitting ... split to and Splitting ... split to and    
kareha ooku no kunan wo keiken shinakerebanaranakatta 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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2)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多く多く(ooku) (adv) many/much/largely/abundantly/mostlyの(no) (prt) indicates possessive/nominalizes verbs and adjectives/substitutes for "ga" in subordinate phrases/indicates a confident conclusion/ indicates emotional emphasis/indicates question苦難苦難(kunan) (n) suffering/distress/hardship/trialを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,経験経験(keiken) (n,vs) experienceしたした(shita) (n) did/a past form of the previous verb/tongue/tongue-like object/clapper/talon。(。) Japanese period "."    
kareha ooku no kunan wo keiken shita 。
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3)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幾多幾多(ikuta) (adv,n,adj-no) many/numerousの(no) (prt) indicates possessive/nominalizes verbs and adjectives/substitutes for "ga" in subordinate phrases/indicates a confident conclusion/ indicates emotional emphasis/indicates question苦難苦難(kunan) (n) suffering/distress/hardship/trialを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,乗り越no dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbえ(e) (int) eh?/eh/ strengthens a question, assertion, etc./used when calling out to someoneなければならないなければならない(nakerebanaranai) (exp) have to do/must/should/ought to。(。) Japanese period "."    
kareha ikuta no kunan wo norikoe nakerebanaranai 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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